多重刺激响应性嵌段共聚物的制备及性能研究
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摘要
本文利用原子转移自由基聚合(ATRP)和点击化学(click chemistry)相结合的方法,制备一种结构明确、分子量分布较窄(PDI<1.3)的ABC型三嵌段共聚物PNIPAM-b-PtBMA-b-PMMAZO,通过选择性水解将PtBMA嵌段中的大部分甲基丙烯酸叔丁酯单元转化为甲基丙烯酸,得到水溶性三嵌段共聚物PNIPAM-b-PMAA-b-PMMAZO.利用FT-IR、1H-NMR、GPC、UV-Vis等分析测试方法对合成产物进行了结构确认及性质表征。结果表明：水解后的三嵌段共聚物,其水溶液对温度、pH、光具有三重响应性。聚合物溶液的临界相转变温度(LCST)约为43℃在pH=5-6范围内发生相变；经紫外光(λ=365nm)照射后,溶液的紫外可见光谱图在360nm和460nm处发生明显的吸收变化。
The strategy for synthesis of ABC type triblock copolymers via a combination of "click chemistry" and atom transfer radical polymerization(ATRP) was used,and a range of well-defined and relatively low polydispersity(PDI<1.3) macromonomers:Poly(N-isopropylacryl-amide)-block-poly(tert-butyl methacrylate)-block-poly[6-(4-methoxy-4'-oxy-azobenzene)-hexyl methacrylate](PNIPAM-PtBMA-PMMAZO)were successfully prepared by this method.Through selective hydrolysis of PtBMA yielding poly(methacrylic acid)(PMAA), water-solution triblock copolymers of PNIPAM-b-PMAA-b-PMMAZO were obtained.The obtained polymers were characterized by FT-IR,1H NMR,GPC and UV-Vis measurements. As a result,PNIPAM-b-PMAA-b-PMMAZO are solution in aqueous solution and show a responsive behavior to temperature(LCST),pH and UV light illumination.The LCST of PNIPAM-b-PMAA-b-PMMAZO aqueous solution was about 43℃,pH=5-6 in the range of the phase transition;by UV light(λ=365nm) irradiation,UV-visible spectra of the solution in the 360nm and 460nm at obvious absorption change.
The strategy for synthesis of ABC type triblock copolymers via a combination of "click chemistry" and atom transfer radical polymerization(ATRP) was used,and a range of well-defined and relatively low polydispersity(PDI<1.3) macromonomers:Poly(N-isopropylacryl-amide)-block-poly(tert-butyl methacrylate)-block-poly[6-(4-methoxy-4'-oxy-azobenzene)-hexyl methacrylate](PNIPAM-PtBMA-PMMAZO)were successfully prepared by this method.Through selective hydrolysis of PtBMA yielding poly(methacrylic acid)(PMAA), water-solution triblock copolymers of PNIPAM-b-PMAA-b-PMMAZO were obtained.The obtained polymers were characterized by FT-IR,1H NMR,GPC and UV-Vis measurements. As a result,PNIPAM-b-PMAA-b-PMMAZO are solution in aqueous solution and show a responsive behavior to temperature(LCST),pH and UV light illumination.The LCST of PNIPAM-b-PMAA-b-PMMAZO aqueous solution was about 43℃,pH=5-6 in the range of the phase transition;by UV light(λ=365nm) irradiation,UV-visible spectra of the solution in the 360nm and 460nm at obvious absorption change.
引文
[1]梁敏,李柏峰,李青山等.智能高分子材料的研究进展[J].化工时刊,2002.5：16-19
[2]姚康德,成国祥.智能膜材[J].化工进展.2002,8：611-616
[3]Galaev I Y,Mattiasson B.Smart polymers and what they could do in biotechnology and medicine[J].Trends in Biotechnology; 1999,17(8):335-340
[4]周彦紊.智能橡胶研究进展[J].中国橡胶,2000,13：11-16
[5]Katchalaky A.Kuhn W.Reversible Dilation and Contraction by Changing the State of Ionization of High-Polymer Acid Networks[J].Nature,1950,165:514-516
[6]Katchalaky A.Solutions of polyelectrolytes and mechanochemical systems[J].J Polym Sci,1951.7(4):393-412
[7]Tanaka T.kokufuta E.Volume transition in a gel driven by hydrogen bonding[J].Nature.1991.349:400-401
[8]Tanaka T.USP5100933.1992.3:31
[9]Yao K D.Shon S H.Bending behavior of an electrically activated complex forming hydrogel[J].Polym Bull.1992,28(6): 677-681
[10]Ohmine I.Tanaka T.Salt effects on the phase transition of ionic gels[J].J Chem Phys.1982,77(12):5725-5729
[11]Ishikam K.Hamada N.Kato S.Photoresponse of the release behavior of an organic compound by a azoaromatic polymer device[J].J Polym Sci.Part A:Polym Chem.1984.22(3):881-884
[12]Suzuki A.Tanaka T.Phase transition in polymer gels induced by visible light[J].Nature,1990.346:345-347
[13]Chung J E.Yokoyama M.Okano T.Inner core segment design for drug delivery control of thermo-responsive polymeric micelles[J].J Control Release,2000.65(1):93-103
[14]Okano T.Bae Y H.Kim S W.et al.Thermally on-off switching polymers for drug permeation and release[J].J Control Release.1990.11(2):255-265
[15]Shiga T,Hiruse Y.Kurauchi T,et al.Bending of poly(vinyl alcohol)-poly(sodium acrylate) composite hydrogel in electric fields[J].J Appl Polym Sci.1992,44(2):249-253
[16]Kim S W,Paii C M,Kimiko M.et al.Self-regulated glycosylated insulin delivery[J].J Control Release,1990.11(2):193-201
[17]Siegel R A.Firestone B A.pH-dependent equilibrium swelling properties of hydrophobic polyelectrolyte copolymer gels[J].Macromolecules,1988.21 (11):3254-3259
[18]Yao K D,Peng T.Goosen M F A.et al.pH-sensitivity of hydrogels based on complex forming chitosan:polyether interpenetrating polymer network[J].J Appl Polym Sci.1993.48(2):343-353
[19]Chen G H.Hoffman A S.Graft-Copolymers That Exhibit Temperature-Induced Phase-Transitions over a Wide-Range of Ph[J].Nature,1995.373:49-52
[20]Lin H H.Cheng Y L.In-situ thermoreversible gelation of block and star copolymers of poly(ethylene glycol) and poly(N-isopropylacrylamide) of varying architectures[J].Macromolecules,2001,34(11):3710-3715
[21]Yildiz B.Isik B.Kis M.Synthesis of thermoresponsive N-isopropylacrylamide-N-hydroxymethyl acrylamide hydrogels by redox polymerization[J].Polymer,2001,42(6):2521-2529
[22]Kohori F,Yokoyama M,Okano T.et al.Process design for efficient and controlled drug incorporation into polymeric micelle carrier systems[J].J Control Release.2002,78(2):155-163
[23]Inomata H,Goto S,Saito S.Phase-Transition of N-Substituted Acrylamide Gels[J].MacromolecuIes,1990,23(22):4887-4888
[24]Bae Y H.Kim S W.Temperature dependence of swelling of crosslinked poly(N,N-alkyI substituted acrylamides) in water[J].J Polym Sci Part B:Polym Phys,1990.28(6):923-936
[25]Lyubarsky A L,Savchenko A B,Morocco S B,et al.Mole quantity of RPE65 and its productivity in the generation of 11-cis-retinal from retinyl esters in the living mouse eye[J].Biochemistry.2005,44(29):9880-9888
[26]Liu X M.Yang B,Wang Y L.et al.New nanoscale pulsatile drug delivery system[J].Chemistry of Materials,2005,17(11): 2792-2795
[27]Xia Y,Burke N A D.Stover H D H,et al.Thermal Response of Narrow-Disperse Poly(N-isopropylacrylamide) Prepared by Atom Transfer Radical Polymerization[J].Macromolecules,2005.38(14):5937-5943
[28]Xu J.Ye J.Liu S Y.Synthesis of well-defined cyclic poly(N-isopropylacrylamide) via click chemistry and its unique thermal phase transition behavior[J].Macromolecules.2007,40(25):9103-9110
[29]Xu J,Liu S Y.Synthesis of well-defined 7-arm and 21-arm poly(N-isopropylacrylamide) star polymers with β-cyclodextrin cores via click chemistry and their thermal phase transition behavior in aqueous solution[J].J Polym Sci Part A:Polym Chem,2009.47(2):404-419
[30]Dupin D.Fujii S.Armes S P,et al.Efficient synthesis of sterically stabilized pH-responsive microgels of controllable particle diameter by emulsion polymerization[J].Langmuir,2006,22(7):3381-3387
[31]Rodriguez B E,Wolfe M S.Fryd M.Nonuniform Swelling of Alkali Swellable Microgels[J].Macromolecules,1994,27 (22):6642-6647
[32]Bradley M,Ramos J.Vincent B.Equilibrium and kinetic aspects of the uptake of poly(ethylene oxide) by copolymer microgel particles of N-isopropylacrylamide and acrylic acid[J].Langmuir,2005.21(4):1209-1215
[33]Yan Y,Gu X Y,Yang C Z.Abnormal pH sensitivity of polyacrylate-polyurethane hydrogels[J].J Appl Polym Sci,1998, 70(6):1047-1052
[34]Kim C J.Lee P J.Effect of prostaglandins and PFA on the contractility of the bovine ciliary muscle[J].Pharm Res,1992, 9(2):195-199
[35]Shah S S,Kulkarni M G,Mashelkar R A.pH dependent zero order release from glassy hydrogels:penetration vs diffusion control[J].J Control Release,1991,15(2):121-131
[36]Chiu H C.Wu A T,Lin Y F.Synthesis and characterization of acrylic acid-containing dextran hydrogels[J].Polymer, 2001.42(4):1471-1479
[37]赵辉.基于PNIPAM的功能化聚合物微球的设计、制备与性能研究[D].合肥：中国科学技术大学,2006
[38]刘剑,张其锦,高建刚等.侧链型偶氮聚合物液晶在不同温度条件下的光致取向[J].高分子学报,2003.2：256-260
[39]Mamada A.Tanaka T.Kungwatchakun D.et al.Photoinduced phase transition of gels[J].Macromolecules.1990.23(5): 1517-1519
[40]Tanaka T.Collapse of Gels in Electric Fields[J].Science.1982.218:467-469
[41]Marchetti M.Ph D.Novel polyion complex micelles entrapping enzyme molecules[D].Thesis University of Minnesota, 1989
[42]Lee K K,Cuaaler E L.Controlled growth factor release from synthetic extracellular matrices[J].Nature,2000,408:998-1000
[43]Hoffman A S. "Intelligen"Polymers in Medicine and Biotechnology[J].Artificial Organs,1995,19(3):458-467
[44]Durault A,Gnanou Y,Taton D.Reaction of cyclic tetrathiophosphates with carboxylic acids as a means to generate dithioesters and control radical polymerization by RAFT[J].Angew Chem Int Ed,2003,42(25):2869-2872
[45]袁建军.两亲嵌段共聚物的分子设计及其溶液自组装的形态控制[D].杭州：浙江大学.2002
[46]袁建军,程时远,封麟先.嵌段共聚物自组装及其在纳米材料制备中的应用[J].高分子通报,2002.1：6-15
[47]Ye F G,Xu F J,Sun Z Y,et al.Comparing the morphology and phase diagram of H-shaped ABC block copolymers and linear ABC block copolymers[J].J Phys Chem B,2006,110(24):12042-12046
[48]Li Y G.Shi P J,Pan C Y.Synthesis.characterization,and thermal behavior of H-shaped copolymers prepared by atom transfer radical polymerization[J].Macromolecules,2004,37(14):5190-5195
[49]Hua J F,Ruckenstein E.Water-solution conducting poly(ethylene oxide)-grafted polydiphenylamine synthesis through a "graft onto" process[J].Macromolecules,2003.36(26):9971-9978
[50]Virtanen J,Baron C,Tenhu H.Grafting of poly(N-isopropylacrylamide) with poly(ethylene oxide) under various reaction conditions[J].Macromolecules.2000.33(2):336-341
[51]Reutenauer S,Hurtrez GDumas P,et al.A new route to model(A2B) and regular graft copolymers[J].Macromolecules. 2001,34(4):755-760
[52]Lee S B,Russell A J,Matyjaszewski K,et al.ATRP synthesis of amphiphilic random,gradient,and block copolymers of 2-(dimethlamino) ethyl methyacrylate and n-butyl methacrylate in aqueous media[J].Biomacromolecules,2003,42(6):1386-1393
[53]Dettmer C M,Gray M K,Torkelson J M,et al.Synthesis and functionalization of ROMP-based gradient copolymers of 5-substituted norbornenes[J].Macromolecules,2004,37(15):5504-5512
[54]Zhu Y.Gido S P,Latrou H,et al.Microphase separation of cyclic block copolymers of styrene and butadiene and of their corresponding linear triblock copolymers[J].Macromolecules,2003,36(1):148-152
[55]Borsali R,Minatti E.Putaux J L,et al.From sunflower-like assemblies toward giant worm-like micelles[J].Langmuir, 2003,19(1):6-9
[56]Zhai X,Peleshanko S,K,limenko N S,et al.Amphiphilic dendritic molecules hyperbranched polyester with alkyl-terminated branches[J].Macromolecules.2003.36(9):3101-3110
[57]Fernyhough C M.Chalari L.Pispas S,et al.Micellar behavior of a well-dendritic polymer(PS2PI)3:the effects of architecture and solvent selectivety[J].Euro Polym J,2004,40(1):73-79
[58]Riess G,Micellization of block copolymers[J].Prog Polym Sci,2003,28(7):1107-1170
[59]张海良.甲壳型液晶聚合物的控制合成及其嵌段共聚物的制备与表征[D].北京：北京大学.2002
[60]Willy A.Daniel T.Sebastien L.A versatile synthetic approach to polypeptide based rod-coil block copolymers by click chemistry[J].Macromolecules,2007,40(16):5653-5661
[61]Choi Y K.Bae Y H.Kim S W.et al.Star-Shaped Poly(ether-ester)Block Copolymers:Synthesis, Characterization, and Their Physical Properties[J].Macromolecules.1998.31(25):8766-8774
[62]Lodge T P.Block copolymers:past successes and future challenges[J].Macromol Chem Phys,2003,204(2):265-273
[63]Wang J S,Matyjaszewski K.Controlled/living radical polymerization atom transfer radical polymerization in the presence of transition-metal complexes[J].J Am Chem Soc,1995,117(20):5614-5616
[64]Kato M.Kamigaite M.Sawamoto M,et al.Polymerization of Methyl Methacrylate with the Carbon Tetrachloride/ Dichlorotris-(triphenylphosphine)ruthenium(ii)/Methylaluminum Bis(2,6-butylphenoxide) Initiating System:Possibility of Living Radical Polymerization[J].Macromolecules.1995.28(5):1721-1723
[65]Ando T.Kamigaito M.Sawamoto M.Design of initiators for living radical polymerization of methyl methacrylate mediated by ruthenium(ii) complex[J].Tetrahedron,1997.53(45):15445-15457
[66]Matyjaszewski K,Xia J.Atom Transfer Radical Polymerization[J].Chem Rev,2001.101 (9):2921-2990
[67]Liu S Y.Armes S P.Synthesis and Aqueous Solution Behavior of a pH-Responsive Schizophrenic Diblock Copolymer[J].Langmuir.2003,19(10):4432-4438
[68]李忠辉,张永明,刘燕刚.原子转移自由基聚合及催化剂负载化研究进展[J].高分子材料与工程,2005.1：6-10
[69]Patten T E.Xia J H, Matyjaszewski K.et al.Polymers with Very Low Polydispersities from Atom Transfer Radical Polymerization[J]. Science,1996.272:866-868
[70]Ma Q G,Karenl W.The preparation of t-butyl acrylate.methyl acrylate.and styrene block copolymers by atom transfer radical polymerization Precursors to amphiphilic and hydrophilic block copolymers and conversion to complex nanostructured materials[J].J Polym Sci.Part A:Polym Chem.2000.38(25):4805-4820
[71]Shen Y Q.Robert P.Packed column reactor for continuous atom transfer radical polymerization:Methyl methacrylate polymerization using silica gel supported catalyst[J].Macromol Rapid Commun.2000.21(14):956-959
[72]Senkal Filiz B.Hizal G,Bicak N,et al.Atom transfer radical polymerization through N-chlorosulfonamides[J].J Polym Sci,Part A:Polym Chem.2001,39(16):2691-2695
[73]Zhang H Q,Rob V L. Atom transfer radical polymerization of n-butyl acrylate catalyzed by CuBr/N-(n-hexyI)-2-pyfidylmethanimine[J].J Polym Sci,Part A:Polym Chem.2002,40(21):3549-3561
[74]Tang W, Matyjaszewski K.Effect of Ligand Structure on Activation Rate Constants in ATRP[J].Macromolecules,2006, 39(15):4953-4959
[75]Tsarevsky N V, Matyjaszewski K."Green" atom transfer radical polymerization:From process design to preparation of well-defined environmentally friendly polymeric materials[J].Chem Rev.2007,107(6):2270-2299
[76]Teodorescu M, Matyjaszewski K. Atom transfer radical polymerization of (meth)acrylamides[J].Macromolecules. 1999,32(15):4826-4831
[77]Rademacher J T.Baum M,Pallack M E, et al.Atom transfer radical polymerization of N,N-dimethylacrylamide[J]. Macromolecules.2000,33(2):284-288
[78]Gao H F, Matyjaszewski K.Synthesis of low-polydispersity miktoarm star copolymer via a simple "Arm-First"method: Macromonomers as arm precursors[J].Macromolecules.2008.41(12):4250-4257
[79]Matyjaszewski K.Transition metal catalysis in controlled radical polymerization:atom transfer radical polymerization[J].Chem Eur J.1999.5(11):3095-3102
[80]Patten T E. Matyjaszewski K. Atom transfer radical polymerization and the synthesis of polymeric material[J].Adv Mater,1998,10(12):901-915
[81]Kotani Y,Kamigaito M.Sawamoto M.FeCp(CO)2I:A phosphine-free half-metallocene-type iron(ii) catalyst for living radical polymerization of styrene[J].MacromoIecules.1999,32(20):6877-6880
[82]Kotani Y,Kamigaito M,Sawamoto M.Living radical polymerization of styrene by half-metallocene iron carbonyl complexes[J].MacromolecuIes,2000,33(10):3543-3549
[83]Kotani Y,Kamigaito M,Sawamoto M. Living radical polymerization of para-substituted styrenes and synthesis of styrene-based copolymers with rhenium and iron complex catalysts[J].Macromolecules.2000.33(18):6746-6751
[84]Iddon P D,Robinson K L,Armes S P,et al.Polymerization of sodium 4-styrenesulfonate via atom transfer radical polymerization in protic media[J].Polymer.2004,45(3):759-768
[85]Wang X S.Jackson R A, Armes S P.Facile synthesis of acidic copolymers via atom transfer radical polymerization in aqueous media at ambient temperature[J].Macromolecules.2000.33(2):255-261
[86]Xia J H.Terri J.Scott G,et al. Atom transfer radical polymerization in supercritical carbon dioxide[J].Macromolecules, 1999.32(15):4802-4805
[87]Kathryn L B,Sohyun B, Matyjaszewski K.et al. Atom transfer radical polymerization of 2-hydroxyethyl methacrylate[J].Macromolecules,1999.32(18):5772-5776
[88]唐新德,范星河,周其凤等.基于ATRP技术的多嵌段共聚物研究进展[J].高分子通报,2006.6：36-43
[89]孙扶.协同ATRP.点击化学及超临界二氧化碳技术制备基于水凝胶和聚苯胺的复合材料[D].上海：华东理工大学.2010
[90]Matyjaszewski K.Miller P J.Pyun J,et al.Synthesis and characterization of star polymers with varying arm number, length.and composition from organic and hybrid inorganic/organic multifunctional initiators[J].Macromolecules.1999.32 (20):6526-6535
[91]Gao H F. Matyjaszewski K.Structural control in ATRP synthesis of star polymers using the arm-first method[J]. Macromolecules,2006,39(9):3154-3160
[92]谭惠民,罗运军.树枝型聚合物[M].北京：化学工业出版社.2002
[93]牛余忠,陈厚,陈健.原子转移自由基聚合与高分子构筑[J].高分子通报.2006.8：70-78
[94]Gao H F,Matyjaszewski K.Synthesis of star polymers by a combination of ATRP and the "click" coupling method[J], Macromolecules.2006,39(15):4960-4965
[95]Liu Q C.Chen Y M. Synthesis of well-defined macromonomers by the combination of atom transfer radical polymerization and a click reaction[J].J Polym Sci Part A:Polym Chem.2006.44(20):6103-6113
[96]Li C M,Finn M G.Click chemistry in materials synthesis. II.Acid-swellable crosslinked polymers made by copper-catalyzed azide-alkyne cycloaddition[J].J Polym Sci Part A:Polym Chem.2006,44(19):5513-5518
[97]李娟,段明,方申文等.ATRP与点击化学相结合制备环状聚甲基丙烯酸甲酯[J].高等学校化学学报,2007.6：1197-1199
[98]Hartmuth C K,Finn M G,Sharpless K B.Click chemistry:diverse chemical function from a few good reactions[J]. Angew Chem Int Ed.2001,40(11):2004-2021
[99]Huisgen R.Mechanism of 1,3-dipolar cycloadditions reply[J].J Org Chem,1968,33(6):2291-2297
[100]Rostovtsev V V,Fokin V V,Sharpless K B,et al.A Stepwise Huisgen Cycloaddition Process:Copper(Ⅰ)-Catalyzed Regioselective "Ligation" of Azides and Terminal Alkynes[J].Angew Chem Int Ed.2002,41(14):2596-2599
[101]Moses J E,Moorhouse A D.The growing applications of click chemistry[J].Chem Soc Rev,2007,36(8):1249-1262
[102]Ossipov D A,Hilborn J.Poly(vinyl alcohol)-based hydrogels formed by "click chemistry"[J].Macromolecules,2006, 39(5):1709-1718
[103]Xu J.Liu S Y.Synthesis of Well-Defined 7-Arm and 21-Arm Poly(N-isopropylacrylamide) Star Polymers with beta-Cyclodextrin Cores via Click Chemistry and Their Thermal Phase Transition Behavior in Aqueous Solution[J].J Polym Sci Part A:Polym Chem,2009,47(2):404-419
[104]Gao H F, Matyjaszewski K.Synthesis of star polymers by a combination of ATRP and the "click" coupling method[J]. Macromolecules.2006.39(15):4960-4965
[105]Shi G Y,Tang X Z,Pan C Y.Tadpole-shaped amphiphilic copolymers prepared via RAFT polymerization and click reaction[J].J Polym Sci Part A:Polym Chem,2008.46(7):2390-2401
[106]Dumlaz H,Hizal GTunca U.One-Pot Synthesis of ABC Type Triblock Copolymers via in situ Click [3+2] and Diels-Alder[4+2] Reactions[J].Macromolecules,2007,40(2):191-198
[107]Riva R,Schmeits S,Christine J,et al.Combination of ring-opening polymerization and "click chemistry":toward functionalization and grafting of poly(ε-caprolactone)[J].Macromolecules,2007,40(4):796-803
[108]Such K G,Tjipto E,Caruso F,et al.Ultrathin.responsive polymer click capsules[J].Nano Lett,2007.7(6):1706-1710
[109]Malkoch M.Thibault R J,Drockenmuller E,et al.Orthogonal Approaches to the Simultaneous and Cascade Functionalization of Macromolecules Using Click Chemistry[J].J Am Chem Soc.2005.127(42):14942-14949
[110]Altintas O.Yankul B.Tunca G H U.A3-Type Star Polymers via Click Chemistry[J].J Polym Sci Part A:Polym Chem. 2006,44(21),6458-6465
[111]Opsteen J A.Brinkhuis R P. Van Hest J C M.Clickable polymersomes[J].Chem Commun,2007,(30):3136-3138
[112]Vogt A P,Sumerlin B S.An efficient route to macromonomers via ATRP and click chemistry[J].Macromolecules,2006, 39(15):5286-5292
[113]Tsarevsky N V,Benchefif S A, Matyjaszewski K.et al.Graft copolymers by a combination of ATRP and two different consecutive click reactions[J].Macromolecules.2007.40(13):4439-4445
[114]Lutz J F.Borner H GWeichenhan K.Combining Atom Transfer Radical Polymerization and Click Chemistry:A versatile method for the preparation of end-functional polymers[J].Macromol Rapid Commun.2005.26(7):514-518
[115]Finn M G,Koberstein J T,Turro N J,et al.Synthesis of degradable model networks via ATRP and Click Chemistry [J]. J Am Chem Soc.2006,128(20):6564-6565
[116]Laurent B A.Grayson S M.An Efficient Route to Well-Defined Macrocyclic Polymers via "Click" Cyclization[J].J Am Chem Soc.2006.128(13):4238-4239
[117]Sun X L.Stabler C L.Chalkof E L.et al.Carbohydrate and Protein immobilization onto solid surfaces by sequential Diels-Alder and Azide-Alkyne cycloadditions[J].Bioconjugate Chem,2006,17(1):52-57
[118]OReilly R K.Wooley K L.Hawker C J.et al.Functionalization of Micelles and Shell Cross-linked Nanoparticles Using Click Chemistry[J].Chem Mater.2005,17(24):5976-5988
[119]Li D X,He Q,Yang Y.et al.Two-Stage pH Responsive of Poly(4-vinylpyridine) Grafted Gold Nanoparticles[J]. Macromolecules.2008,41 (19):7254-7256
[120]Magnusson J P.Khan A.Pasparakis Get al.Ion-Sensitive"Isothermal" Responsive Polymers Prepared in Water[J].J Am Chem Soc.2008,130(33):10852-10853
[121]Li G Y,Song S.Guo L.et al.Self-assembly of thermo-and pH-responsive poly(acrylic acid)-b-poly(N-isopropylacryla-mide) micelles for drug delivery[J].J Polym Sci Part A:Polym Chem.2008,46(15):5028-5035
[122]Akiyama H.Tamaoki N.Synthesis and Photoinduced Phase Transitions of Poly(N-isopropylacrylamide) Derivative Functionalized with Terminal Azobenzene Units[J].Macromolecules.2007.40(14):5129-5132
[123]Jochum F D.Borg L.Roth P.et al.Thermo-and Light-Responsive Polymers Containing Photoswitchable Azobenzene End Groups[J].Macromolecules.2009,42(20):7854-7862
[124]Ciampolini M.Nardi N.Five-Coordinated High-Spin Complexes of Bivalent Cobalt,Nickel.and Copper with Tris-(2-dimethylaminoethyl)amine[J].Inorganic Chemistry.1966,5(1):41-44
[125]Stewart D.Imrie C T.Synthesis and characterization of spin-labelled and spin-probed side-chain liquid crystal polymers[J].Polymer.1996.37(15):3419-3425
[126]Zhang Jingyan.Ge Zhishen.Liu Shiyong.et al.Polyion Complex Micelles Possessing Thermoresponsive Coronas and Their Covallent Core Stabilization via "Click" Chemistry[J].Macromolecules.2008.41 (4):1444-1454
[127]Jiang Xulin.Lok M C.Hennink W E.et al.Degradable-Brushed pHEMA-pDMAEMA Synthesized via ATRP and Click Chemistry for Gene Delivery[J].Bioconjugate Chem.2007.18(6):2077-2084
[128]Davis K A.Charleux B.Maty.jaszewski K.et al.Preparation of block copolymers of polystyrene and poly(t-butyl acrylate) of varioue molecules weights and architectures by atom transfer radical polymerization[J].J Polym Sci Part A:Polym Chem.2000.38(12):2274-2283
[129]Rachmawati R.Voet V.Loos K.et al.Poly(tert-butyl methacrylate-b-styrene-b-4-vinylpyridine) Triblock Copolymers: Synthesis,Interactions.and Self-Assembly[J].Macromolecules,2008.41(17):6393-6399
[130]Wang G,Tong X.Zhao Y.Preparation of Azobenzene-Containing Amphiphilic Diblock Copolymers for Light-Responsive Micellar Aggregates[J].Macromolecules.2004.37(24):8911-8917
[131]Narumi A.Fuchise K.Kakuchi T.et al.A Versatile Method for Adjusting Thermoresponsivivity:Synthesis and Click Reaction of an Azido End-Functionalized Poly(A'-isopropylacrylamide)[J].Macromol Rapid Commun.2008.29(13):1126-1133
[132]Golas P L.Sumerlin B S.Matyjaszewski K.et al.Catalyst Performance in "Click" Coupling Reactions of Polymers Prepared by ATRP:Ligand and Metal Effects[J].Macromolecules.2006.39(19):6451-6457
[133]Binder W H.Sachsenhofer R.CIick Chemistry in Polymer and Material Science:An Update[J].Macromol Rapid Commun,2008.29(12):952-981
[134]Henselwood F.Liu G J. Water-Solution Nanospheres of poly(2-cinnamoylethyl methacryIate)-b-poly(acrylic acid)[J]. Macromolecules,1997,30(3):488-493
[135]Zhang Q.Remsen E E,Wooley K L,et al.Shell Cross-Link Nanoparticles Containing Hydrolytically Degradable.Cryst-alline Core Domains[J].J Am Chem Soc.2000.122(15):3642-3651
[136]Opsteen J A,Van Hest J C M.Modular synthesis of block copolymers via cycloaddition of terminal azide and alkyne functionalized polymers[J].Chem Commun.2005,(1):57-59
[137]Ravi P.Gan L H.Tam K C.et al.New water soluble azobenzene-containing diblock copolymers:synthesis and aggregation behavior[J].Polymer,2005,46(1):137-146
[138]Fujishige S.Kubota K.Ando I,et al.Phase transition of aqueous solutions of poly(N-isopropylacrylamide) and poly(A'-isopropylmethacrylamide)[J].J Phys Chem A,1989,93(8):3311-3313
[2]姚康德,成国祥.智能膜材[J].化工进展.2002,8：611-616
[3]Galaev I Y,Mattiasson B.Smart polymers and what they could do in biotechnology and medicine[J].Trends in Biotechnology; 1999,17(8):335-340
[4]周彦紊.智能橡胶研究进展[J].中国橡胶,2000,13：11-16
[5]Katchalaky A.Kuhn W.Reversible Dilation and Contraction by Changing the State of Ionization of High-Polymer Acid Networks[J].Nature,1950,165:514-516
[6]Katchalaky A.Solutions of polyelectrolytes and mechanochemical systems[J].J Polym Sci,1951.7(4):393-412
[7]Tanaka T.kokufuta E.Volume transition in a gel driven by hydrogen bonding[J].Nature.1991.349:400-401
[8]Tanaka T.USP5100933.1992.3:31
[9]Yao K D.Shon S H.Bending behavior of an electrically activated complex forming hydrogel[J].Polym Bull.1992,28(6): 677-681
[10]Ohmine I.Tanaka T.Salt effects on the phase transition of ionic gels[J].J Chem Phys.1982,77(12):5725-5729
[11]Ishikam K.Hamada N.Kato S.Photoresponse of the release behavior of an organic compound by a azoaromatic polymer device[J].J Polym Sci.Part A:Polym Chem.1984.22(3):881-884
[12]Suzuki A.Tanaka T.Phase transition in polymer gels induced by visible light[J].Nature,1990.346:345-347
[13]Chung J E.Yokoyama M.Okano T.Inner core segment design for drug delivery control of thermo-responsive polymeric micelles[J].J Control Release,2000.65(1):93-103
[14]Okano T.Bae Y H.Kim S W.et al.Thermally on-off switching polymers for drug permeation and release[J].J Control Release.1990.11(2):255-265
[15]Shiga T,Hiruse Y.Kurauchi T,et al.Bending of poly(vinyl alcohol)-poly(sodium acrylate) composite hydrogel in electric fields[J].J Appl Polym Sci.1992,44(2):249-253
[16]Kim S W,Paii C M,Kimiko M.et al.Self-regulated glycosylated insulin delivery[J].J Control Release,1990.11(2):193-201
[17]Siegel R A.Firestone B A.pH-dependent equilibrium swelling properties of hydrophobic polyelectrolyte copolymer gels[J].Macromolecules,1988.21 (11):3254-3259
[18]Yao K D,Peng T.Goosen M F A.et al.pH-sensitivity of hydrogels based on complex forming chitosan:polyether interpenetrating polymer network[J].J Appl Polym Sci.1993.48(2):343-353
[19]Chen G H.Hoffman A S.Graft-Copolymers That Exhibit Temperature-Induced Phase-Transitions over a Wide-Range of Ph[J].Nature,1995.373:49-52
[20]Lin H H.Cheng Y L.In-situ thermoreversible gelation of block and star copolymers of poly(ethylene glycol) and poly(N-isopropylacrylamide) of varying architectures[J].Macromolecules,2001,34(11):3710-3715
[21]Yildiz B.Isik B.Kis M.Synthesis of thermoresponsive N-isopropylacrylamide-N-hydroxymethyl acrylamide hydrogels by redox polymerization[J].Polymer,2001,42(6):2521-2529
[22]Kohori F,Yokoyama M,Okano T.et al.Process design for efficient and controlled drug incorporation into polymeric micelle carrier systems[J].J Control Release.2002,78(2):155-163
[23]Inomata H,Goto S,Saito S.Phase-Transition of N-Substituted Acrylamide Gels[J].MacromolecuIes,1990,23(22):4887-4888
[24]Bae Y H.Kim S W.Temperature dependence of swelling of crosslinked poly(N,N-alkyI substituted acrylamides) in water[J].J Polym Sci Part B:Polym Phys,1990.28(6):923-936
[25]Lyubarsky A L,Savchenko A B,Morocco S B,et al.Mole quantity of RPE65 and its productivity in the generation of 11-cis-retinal from retinyl esters in the living mouse eye[J].Biochemistry.2005,44(29):9880-9888
[26]Liu X M.Yang B,Wang Y L.et al.New nanoscale pulsatile drug delivery system[J].Chemistry of Materials,2005,17(11): 2792-2795
[27]Xia Y,Burke N A D.Stover H D H,et al.Thermal Response of Narrow-Disperse Poly(N-isopropylacrylamide) Prepared by Atom Transfer Radical Polymerization[J].Macromolecules,2005.38(14):5937-5943
[28]Xu J.Ye J.Liu S Y.Synthesis of well-defined cyclic poly(N-isopropylacrylamide) via click chemistry and its unique thermal phase transition behavior[J].Macromolecules.2007,40(25):9103-9110
[29]Xu J,Liu S Y.Synthesis of well-defined 7-arm and 21-arm poly(N-isopropylacrylamide) star polymers with β-cyclodextrin cores via click chemistry and their thermal phase transition behavior in aqueous solution[J].J Polym Sci Part A:Polym Chem,2009.47(2):404-419
[30]Dupin D.Fujii S.Armes S P,et al.Efficient synthesis of sterically stabilized pH-responsive microgels of controllable particle diameter by emulsion polymerization[J].Langmuir,2006,22(7):3381-3387
[31]Rodriguez B E,Wolfe M S.Fryd M.Nonuniform Swelling of Alkali Swellable Microgels[J].Macromolecules,1994,27 (22):6642-6647
[32]Bradley M,Ramos J.Vincent B.Equilibrium and kinetic aspects of the uptake of poly(ethylene oxide) by copolymer microgel particles of N-isopropylacrylamide and acrylic acid[J].Langmuir,2005.21(4):1209-1215
[33]Yan Y,Gu X Y,Yang C Z.Abnormal pH sensitivity of polyacrylate-polyurethane hydrogels[J].J Appl Polym Sci,1998, 70(6):1047-1052
[34]Kim C J.Lee P J.Effect of prostaglandins and PFA on the contractility of the bovine ciliary muscle[J].Pharm Res,1992, 9(2):195-199
[35]Shah S S,Kulkarni M G,Mashelkar R A.pH dependent zero order release from glassy hydrogels:penetration vs diffusion control[J].J Control Release,1991,15(2):121-131
[36]Chiu H C.Wu A T,Lin Y F.Synthesis and characterization of acrylic acid-containing dextran hydrogels[J].Polymer, 2001.42(4):1471-1479
[37]赵辉.基于PNIPAM的功能化聚合物微球的设计、制备与性能研究[D].合肥：中国科学技术大学,2006
[38]刘剑,张其锦,高建刚等.侧链型偶氮聚合物液晶在不同温度条件下的光致取向[J].高分子学报,2003.2：256-260
[39]Mamada A.Tanaka T.Kungwatchakun D.et al.Photoinduced phase transition of gels[J].Macromolecules.1990.23(5): 1517-1519
[40]Tanaka T.Collapse of Gels in Electric Fields[J].Science.1982.218:467-469
[41]Marchetti M.Ph D.Novel polyion complex micelles entrapping enzyme molecules[D].Thesis University of Minnesota, 1989
[42]Lee K K,Cuaaler E L.Controlled growth factor release from synthetic extracellular matrices[J].Nature,2000,408:998-1000
[43]Hoffman A S. "Intelligen"Polymers in Medicine and Biotechnology[J].Artificial Organs,1995,19(3):458-467
[44]Durault A,Gnanou Y,Taton D.Reaction of cyclic tetrathiophosphates with carboxylic acids as a means to generate dithioesters and control radical polymerization by RAFT[J].Angew Chem Int Ed,2003,42(25):2869-2872
[45]袁建军.两亲嵌段共聚物的分子设计及其溶液自组装的形态控制[D].杭州：浙江大学.2002
[46]袁建军,程时远,封麟先.嵌段共聚物自组装及其在纳米材料制备中的应用[J].高分子通报,2002.1：6-15
[47]Ye F G,Xu F J,Sun Z Y,et al.Comparing the morphology and phase diagram of H-shaped ABC block copolymers and linear ABC block copolymers[J].J Phys Chem B,2006,110(24):12042-12046
[48]Li Y G.Shi P J,Pan C Y.Synthesis.characterization,and thermal behavior of H-shaped copolymers prepared by atom transfer radical polymerization[J].Macromolecules,2004,37(14):5190-5195
[49]Hua J F,Ruckenstein E.Water-solution conducting poly(ethylene oxide)-grafted polydiphenylamine synthesis through a "graft onto" process[J].Macromolecules,2003.36(26):9971-9978
[50]Virtanen J,Baron C,Tenhu H.Grafting of poly(N-isopropylacrylamide) with poly(ethylene oxide) under various reaction conditions[J].Macromolecules.2000.33(2):336-341
[51]Reutenauer S,Hurtrez GDumas P,et al.A new route to model(A2B) and regular graft copolymers[J].Macromolecules. 2001,34(4):755-760
[52]Lee S B,Russell A J,Matyjaszewski K,et al.ATRP synthesis of amphiphilic random,gradient,and block copolymers of 2-(dimethlamino) ethyl methyacrylate and n-butyl methacrylate in aqueous media[J].Biomacromolecules,2003,42(6):1386-1393
[53]Dettmer C M,Gray M K,Torkelson J M,et al.Synthesis and functionalization of ROMP-based gradient copolymers of 5-substituted norbornenes[J].Macromolecules,2004,37(15):5504-5512
[54]Zhu Y.Gido S P,Latrou H,et al.Microphase separation of cyclic block copolymers of styrene and butadiene and of their corresponding linear triblock copolymers[J].Macromolecules,2003,36(1):148-152
[55]Borsali R,Minatti E.Putaux J L,et al.From sunflower-like assemblies toward giant worm-like micelles[J].Langmuir, 2003,19(1):6-9
[56]Zhai X,Peleshanko S,K,limenko N S,et al.Amphiphilic dendritic molecules hyperbranched polyester with alkyl-terminated branches[J].Macromolecules.2003.36(9):3101-3110
[57]Fernyhough C M.Chalari L.Pispas S,et al.Micellar behavior of a well-dendritic polymer(PS2PI)3:the effects of architecture and solvent selectivety[J].Euro Polym J,2004,40(1):73-79
[58]Riess G,Micellization of block copolymers[J].Prog Polym Sci,2003,28(7):1107-1170
[59]张海良.甲壳型液晶聚合物的控制合成及其嵌段共聚物的制备与表征[D].北京：北京大学.2002
[60]Willy A.Daniel T.Sebastien L.A versatile synthetic approach to polypeptide based rod-coil block copolymers by click chemistry[J].Macromolecules,2007,40(16):5653-5661
[61]Choi Y K.Bae Y H.Kim S W.et al.Star-Shaped Poly(ether-ester)Block Copolymers:Synthesis, Characterization, and Their Physical Properties[J].Macromolecules.1998.31(25):8766-8774
[62]Lodge T P.Block copolymers:past successes and future challenges[J].Macromol Chem Phys,2003,204(2):265-273
[63]Wang J S,Matyjaszewski K.Controlled/living radical polymerization atom transfer radical polymerization in the presence of transition-metal complexes[J].J Am Chem Soc,1995,117(20):5614-5616
[64]Kato M.Kamigaite M.Sawamoto M,et al.Polymerization of Methyl Methacrylate with the Carbon Tetrachloride/ Dichlorotris-(triphenylphosphine)ruthenium(ii)/Methylaluminum Bis(2,6-butylphenoxide) Initiating System:Possibility of Living Radical Polymerization[J].Macromolecules.1995.28(5):1721-1723
[65]Ando T.Kamigaito M.Sawamoto M.Design of initiators for living radical polymerization of methyl methacrylate mediated by ruthenium(ii) complex[J].Tetrahedron,1997.53(45):15445-15457
[66]Matyjaszewski K,Xia J.Atom Transfer Radical Polymerization[J].Chem Rev,2001.101 (9):2921-2990
[67]Liu S Y.Armes S P.Synthesis and Aqueous Solution Behavior of a pH-Responsive Schizophrenic Diblock Copolymer[J].Langmuir.2003,19(10):4432-4438
[68]李忠辉,张永明,刘燕刚.原子转移自由基聚合及催化剂负载化研究进展[J].高分子材料与工程,2005.1：6-10
[69]Patten T E.Xia J H, Matyjaszewski K.et al.Polymers with Very Low Polydispersities from Atom Transfer Radical Polymerization[J]. Science,1996.272:866-868
[70]Ma Q G,Karenl W.The preparation of t-butyl acrylate.methyl acrylate.and styrene block copolymers by atom transfer radical polymerization Precursors to amphiphilic and hydrophilic block copolymers and conversion to complex nanostructured materials[J].J Polym Sci.Part A:Polym Chem.2000.38(25):4805-4820
[71]Shen Y Q.Robert P.Packed column reactor for continuous atom transfer radical polymerization:Methyl methacrylate polymerization using silica gel supported catalyst[J].Macromol Rapid Commun.2000.21(14):956-959
[72]Senkal Filiz B.Hizal G,Bicak N,et al.Atom transfer radical polymerization through N-chlorosulfonamides[J].J Polym Sci,Part A:Polym Chem.2001,39(16):2691-2695
[73]Zhang H Q,Rob V L. Atom transfer radical polymerization of n-butyl acrylate catalyzed by CuBr/N-(n-hexyI)-2-pyfidylmethanimine[J].J Polym Sci,Part A:Polym Chem.2002,40(21):3549-3561
[74]Tang W, Matyjaszewski K.Effect of Ligand Structure on Activation Rate Constants in ATRP[J].Macromolecules,2006, 39(15):4953-4959
[75]Tsarevsky N V, Matyjaszewski K."Green" atom transfer radical polymerization:From process design to preparation of well-defined environmentally friendly polymeric materials[J].Chem Rev.2007,107(6):2270-2299
[76]Teodorescu M, Matyjaszewski K. Atom transfer radical polymerization of (meth)acrylamides[J].Macromolecules. 1999,32(15):4826-4831
[77]Rademacher J T.Baum M,Pallack M E, et al.Atom transfer radical polymerization of N,N-dimethylacrylamide[J]. Macromolecules.2000,33(2):284-288
[78]Gao H F, Matyjaszewski K.Synthesis of low-polydispersity miktoarm star copolymer via a simple "Arm-First"method: Macromonomers as arm precursors[J].Macromolecules.2008.41(12):4250-4257
[79]Matyjaszewski K.Transition metal catalysis in controlled radical polymerization:atom transfer radical polymerization[J].Chem Eur J.1999.5(11):3095-3102
[80]Patten T E. Matyjaszewski K. Atom transfer radical polymerization and the synthesis of polymeric material[J].Adv Mater,1998,10(12):901-915
[81]Kotani Y,Kamigaito M.Sawamoto M.FeCp(CO)2I:A phosphine-free half-metallocene-type iron(ii) catalyst for living radical polymerization of styrene[J].MacromoIecules.1999,32(20):6877-6880
[82]Kotani Y,Kamigaito M,Sawamoto M.Living radical polymerization of styrene by half-metallocene iron carbonyl complexes[J].MacromolecuIes,2000,33(10):3543-3549
[83]Kotani Y,Kamigaito M,Sawamoto M. Living radical polymerization of para-substituted styrenes and synthesis of styrene-based copolymers with rhenium and iron complex catalysts[J].Macromolecules.2000.33(18):6746-6751
[84]Iddon P D,Robinson K L,Armes S P,et al.Polymerization of sodium 4-styrenesulfonate via atom transfer radical polymerization in protic media[J].Polymer.2004,45(3):759-768
[85]Wang X S.Jackson R A, Armes S P.Facile synthesis of acidic copolymers via atom transfer radical polymerization in aqueous media at ambient temperature[J].Macromolecules.2000.33(2):255-261
[86]Xia J H.Terri J.Scott G,et al. Atom transfer radical polymerization in supercritical carbon dioxide[J].Macromolecules, 1999.32(15):4802-4805
[87]Kathryn L B,Sohyun B, Matyjaszewski K.et al. Atom transfer radical polymerization of 2-hydroxyethyl methacrylate[J].Macromolecules,1999.32(18):5772-5776
[88]唐新德,范星河,周其凤等.基于ATRP技术的多嵌段共聚物研究进展[J].高分子通报,2006.6：36-43
[89]孙扶.协同ATRP.点击化学及超临界二氧化碳技术制备基于水凝胶和聚苯胺的复合材料[D].上海：华东理工大学.2010
[90]Matyjaszewski K.Miller P J.Pyun J,et al.Synthesis and characterization of star polymers with varying arm number, length.and composition from organic and hybrid inorganic/organic multifunctional initiators[J].Macromolecules.1999.32 (20):6526-6535
[91]Gao H F. Matyjaszewski K.Structural control in ATRP synthesis of star polymers using the arm-first method[J]. Macromolecules,2006,39(9):3154-3160
[92]谭惠民,罗运军.树枝型聚合物[M].北京：化学工业出版社.2002
[93]牛余忠,陈厚,陈健.原子转移自由基聚合与高分子构筑[J].高分子通报.2006.8：70-78
[94]Gao H F,Matyjaszewski K.Synthesis of star polymers by a combination of ATRP and the "click" coupling method[J], Macromolecules.2006,39(15):4960-4965
[95]Liu Q C.Chen Y M. Synthesis of well-defined macromonomers by the combination of atom transfer radical polymerization and a click reaction[J].J Polym Sci Part A:Polym Chem.2006.44(20):6103-6113
[96]Li C M,Finn M G.Click chemistry in materials synthesis. II.Acid-swellable crosslinked polymers made by copper-catalyzed azide-alkyne cycloaddition[J].J Polym Sci Part A:Polym Chem.2006,44(19):5513-5518
[97]李娟,段明,方申文等.ATRP与点击化学相结合制备环状聚甲基丙烯酸甲酯[J].高等学校化学学报,2007.6：1197-1199
[98]Hartmuth C K,Finn M G,Sharpless K B.Click chemistry:diverse chemical function from a few good reactions[J]. Angew Chem Int Ed.2001,40(11):2004-2021
[99]Huisgen R.Mechanism of 1,3-dipolar cycloadditions reply[J].J Org Chem,1968,33(6):2291-2297
[100]Rostovtsev V V,Fokin V V,Sharpless K B,et al.A Stepwise Huisgen Cycloaddition Process:Copper(Ⅰ)-Catalyzed Regioselective "Ligation" of Azides and Terminal Alkynes[J].Angew Chem Int Ed.2002,41(14):2596-2599
[101]Moses J E,Moorhouse A D.The growing applications of click chemistry[J].Chem Soc Rev,2007,36(8):1249-1262
[102]Ossipov D A,Hilborn J.Poly(vinyl alcohol)-based hydrogels formed by "click chemistry"[J].Macromolecules,2006, 39(5):1709-1718
[103]Xu J.Liu S Y.Synthesis of Well-Defined 7-Arm and 21-Arm Poly(N-isopropylacrylamide) Star Polymers with beta-Cyclodextrin Cores via Click Chemistry and Their Thermal Phase Transition Behavior in Aqueous Solution[J].J Polym Sci Part A:Polym Chem,2009,47(2):404-419
[104]Gao H F, Matyjaszewski K.Synthesis of star polymers by a combination of ATRP and the "click" coupling method[J]. Macromolecules.2006.39(15):4960-4965
[105]Shi G Y,Tang X Z,Pan C Y.Tadpole-shaped amphiphilic copolymers prepared via RAFT polymerization and click reaction[J].J Polym Sci Part A:Polym Chem,2008.46(7):2390-2401
[106]Dumlaz H,Hizal GTunca U.One-Pot Synthesis of ABC Type Triblock Copolymers via in situ Click [3+2] and Diels-Alder[4+2] Reactions[J].Macromolecules,2007,40(2):191-198
[107]Riva R,Schmeits S,Christine J,et al.Combination of ring-opening polymerization and "click chemistry":toward functionalization and grafting of poly(ε-caprolactone)[J].Macromolecules,2007,40(4):796-803
[108]Such K G,Tjipto E,Caruso F,et al.Ultrathin.responsive polymer click capsules[J].Nano Lett,2007.7(6):1706-1710
[109]Malkoch M.Thibault R J,Drockenmuller E,et al.Orthogonal Approaches to the Simultaneous and Cascade Functionalization of Macromolecules Using Click Chemistry[J].J Am Chem Soc.2005.127(42):14942-14949
[110]Altintas O.Yankul B.Tunca G H U.A3-Type Star Polymers via Click Chemistry[J].J Polym Sci Part A:Polym Chem. 2006,44(21),6458-6465
[111]Opsteen J A.Brinkhuis R P. Van Hest J C M.Clickable polymersomes[J].Chem Commun,2007,(30):3136-3138
[112]Vogt A P,Sumerlin B S.An efficient route to macromonomers via ATRP and click chemistry[J].Macromolecules,2006, 39(15):5286-5292
[113]Tsarevsky N V,Benchefif S A, Matyjaszewski K.et al.Graft copolymers by a combination of ATRP and two different consecutive click reactions[J].Macromolecules.2007.40(13):4439-4445
[114]Lutz J F.Borner H GWeichenhan K.Combining Atom Transfer Radical Polymerization and Click Chemistry:A versatile method for the preparation of end-functional polymers[J].Macromol Rapid Commun.2005.26(7):514-518
[115]Finn M G,Koberstein J T,Turro N J,et al.Synthesis of degradable model networks via ATRP and Click Chemistry [J]. J Am Chem Soc.2006,128(20):6564-6565
[116]Laurent B A.Grayson S M.An Efficient Route to Well-Defined Macrocyclic Polymers via "Click" Cyclization[J].J Am Chem Soc.2006.128(13):4238-4239
[117]Sun X L.Stabler C L.Chalkof E L.et al.Carbohydrate and Protein immobilization onto solid surfaces by sequential Diels-Alder and Azide-Alkyne cycloadditions[J].Bioconjugate Chem,2006,17(1):52-57
[118]OReilly R K.Wooley K L.Hawker C J.et al.Functionalization of Micelles and Shell Cross-linked Nanoparticles Using Click Chemistry[J].Chem Mater.2005,17(24):5976-5988
[119]Li D X,He Q,Yang Y.et al.Two-Stage pH Responsive of Poly(4-vinylpyridine) Grafted Gold Nanoparticles[J]. Macromolecules.2008,41 (19):7254-7256
[120]Magnusson J P.Khan A.Pasparakis Get al.Ion-Sensitive"Isothermal" Responsive Polymers Prepared in Water[J].J Am Chem Soc.2008,130(33):10852-10853
[121]Li G Y,Song S.Guo L.et al.Self-assembly of thermo-and pH-responsive poly(acrylic acid)-b-poly(N-isopropylacryla-mide) micelles for drug delivery[J].J Polym Sci Part A:Polym Chem.2008,46(15):5028-5035
[122]Akiyama H.Tamaoki N.Synthesis and Photoinduced Phase Transitions of Poly(N-isopropylacrylamide) Derivative Functionalized with Terminal Azobenzene Units[J].Macromolecules.2007.40(14):5129-5132
[123]Jochum F D.Borg L.Roth P.et al.Thermo-and Light-Responsive Polymers Containing Photoswitchable Azobenzene End Groups[J].Macromolecules.2009,42(20):7854-7862
[124]Ciampolini M.Nardi N.Five-Coordinated High-Spin Complexes of Bivalent Cobalt,Nickel.and Copper with Tris-(2-dimethylaminoethyl)amine[J].Inorganic Chemistry.1966,5(1):41-44
[125]Stewart D.Imrie C T.Synthesis and characterization of spin-labelled and spin-probed side-chain liquid crystal polymers[J].Polymer.1996.37(15):3419-3425
[126]Zhang Jingyan.Ge Zhishen.Liu Shiyong.et al.Polyion Complex Micelles Possessing Thermoresponsive Coronas and Their Covallent Core Stabilization via "Click" Chemistry[J].Macromolecules.2008.41 (4):1444-1454
[127]Jiang Xulin.Lok M C.Hennink W E.et al.Degradable-Brushed pHEMA-pDMAEMA Synthesized via ATRP and Click Chemistry for Gene Delivery[J].Bioconjugate Chem.2007.18(6):2077-2084
[128]Davis K A.Charleux B.Maty.jaszewski K.et al.Preparation of block copolymers of polystyrene and poly(t-butyl acrylate) of varioue molecules weights and architectures by atom transfer radical polymerization[J].J Polym Sci Part A:Polym Chem.2000.38(12):2274-2283
[129]Rachmawati R.Voet V.Loos K.et al.Poly(tert-butyl methacrylate-b-styrene-b-4-vinylpyridine) Triblock Copolymers: Synthesis,Interactions.and Self-Assembly[J].Macromolecules,2008.41(17):6393-6399
[130]Wang G,Tong X.Zhao Y.Preparation of Azobenzene-Containing Amphiphilic Diblock Copolymers for Light-Responsive Micellar Aggregates[J].Macromolecules.2004.37(24):8911-8917
[131]Narumi A.Fuchise K.Kakuchi T.et al.A Versatile Method for Adjusting Thermoresponsivivity:Synthesis and Click Reaction of an Azido End-Functionalized Poly(A'-isopropylacrylamide)[J].Macromol Rapid Commun.2008.29(13):1126-1133
[132]Golas P L.Sumerlin B S.Matyjaszewski K.et al.Catalyst Performance in "Click" Coupling Reactions of Polymers Prepared by ATRP:Ligand and Metal Effects[J].Macromolecules.2006.39(19):6451-6457
[133]Binder W H.Sachsenhofer R.CIick Chemistry in Polymer and Material Science:An Update[J].Macromol Rapid Commun,2008.29(12):952-981
[134]Henselwood F.Liu G J. Water-Solution Nanospheres of poly(2-cinnamoylethyl methacryIate)-b-poly(acrylic acid)[J]. Macromolecules,1997,30(3):488-493
[135]Zhang Q.Remsen E E,Wooley K L,et al.Shell Cross-Link Nanoparticles Containing Hydrolytically Degradable.Cryst-alline Core Domains[J].J Am Chem Soc.2000.122(15):3642-3651
[136]Opsteen J A,Van Hest J C M.Modular synthesis of block copolymers via cycloaddition of terminal azide and alkyne functionalized polymers[J].Chem Commun.2005,(1):57-59
[137]Ravi P.Gan L H.Tam K C.et al.New water soluble azobenzene-containing diblock copolymers:synthesis and aggregation behavior[J].Polymer,2005,46(1):137-146
[138]Fujishige S.Kubota K.Ando I,et al.Phase transition of aqueous solutions of poly(N-isopropylacrylamide) and poly(A'-isopropylmethacrylamide)[J].J Phys Chem A,1989,93(8):3311-3313