摘要
第一章:简要概述了隐色体染料的分类及性质,详细介绍了两种内酯类染料,即苯酞类和荧烷类染料,及其显色所用的显色剂以及显色机理,并对两种染料的研究进展及应用进行了综述。此外,简单介绍了固相合成法。
第二章:采用紫外光谱法对苯酞类隐色体染料3,3-双(2-甲基-1-辛基-1氢-吲哚-3基)苯酞(红色素-16)与几种常见酸和金属离子的显色反应进行了研究,测定了络合物的络合比和不稳定常数,比较其显色效果,并考察了不同表面活性剂、光照及温度对其显色稳定性的影响。结果表明:红色素-16与不同显色剂形成络合物的络合比均为1:1;不同的酸作为显色剂,盐酸的显色效果最好,摩尔吸光系数为1.976×104L·mol-1·cm-1:不同的金属离子作为显色剂时,Al3+和Sn4+显色效果较好,摩尔吸光系数分别为5.500×104和5.780×104L/mol·cm,比盐酸的更大,其中Sn4+与红色素-16的络合物不稳定常数最小,最稳定;阴离子表面活性剂、非离子表面活性剂以及光照对红色素-16的显色有脱色作用,而阳离子表面活性剂和温度对其几乎无影响。
第三章:采用紫外光谱法对9’-(2-甲基苯氨基)苯并荧烷(荧烷紫)与几种常见酸和金属离子的显色反应进行了研究,考察了不同表面活性剂对显色体系吸收光谱的影响和并测定了络合物的吸光系数。结果表明:不同酸与荧烷紫显色形成络合物的吸收常数大小依次为:盐酸>硫酸>草酸>邻苯二甲酸>水杨酸,其中盐酸的反应最灵敏;金属离子中A13+和Sn4+的显色效果最好,吸光系数均为1.47×105mL/g·cm;表面活性剂对荧烷紫和盐酸的显色影响与红色素-16相似,阳离子表面活性剂无影响,而非离子型和阴离子型均有不同程度的脱色效果。由此推断,金属离子的显色效果比酸类好,形成的络合物稳定性较高,可作为实际应用中的显色剂。
第四章:筛选出色度高且能用水褪色的络合物,采用固相合成法制备了该化合物,并将其应用于白板笔墨水所用色料,通过溶剂、成膜剂、表面活性剂、保湿剂等配方的优化,研制既可干擦又可湿擦的新型白板笔墨水。
Chapter1:The classification and the properties of lecuo dyes were briefly introduced. Phthalide dyes and fluoran dyes were described in details, including the developers and the mechanism of chromogenic reaction. The research progress and applications of two lactone dyes were reviewed. Moreover, the method of solid-phase synthesis was recommended.
Chapter2:The chromogenic reaction between3,3-bis(dimethyl-l-octyl-1H-indolyl-3-yl) phthalide (red-16) and some acids and metal ions were investigated by UV-Vis spectrometry. The absorption spectra of chromogenic system, the complexation ratio and dissociation constant of the complexes formed by red-16and developers were studied in details. And the effects of different surfactants, lights and temperature on the chromogenic reaction were were investigated. The results showed that the complexation ratios of the complexes were all1:1.When acids act as developers, hydrochloric acid was a good developer because that the molar absorptivity of the complex was1.976×104L·mol-1·cm-1. While Al3+and Sn4+were superior to hydrochloric acid. Anionic surfactants and nonionic surfactants made the system decolored, while cationic surfactants did not. And different temperature had no decoloration effect on the chromogenic system too. The dissociation constant the complex formed by red-16and Sn4+was small. It was indicated that the complex was more stable.
Chapter3:The chromogenic reaction between9'-(2-methylphenylamino) benzofluran(purple fluroan) and some acids and metal ions were investigated by UV-Vis spectrometry. The absorption spectra of chromogenic system, absorption coefficient of the complexes formed by fluroan purple and developers were studied in details. And the effects of different surfactants on the chromogenic reaction were also investigated. The results showed that absorption coefficients of the complexes formed by purple fluroan and acids reduced by following order:αD. hydrochloric acid>αD-sulfuric acid>αD-oxalic acid>αD-phthalic acid>αD-salicylic acid (D stands for purple fluroan). Anionic surfactants and nonionic surfactants made the system decolor, while cationic surfactants did not. When metal ions act as developers, Al3+and Sn4+were superior to Fe3+And absorption coefficients of the complexes were all1.47×105mL/g·cm. It was concluded that metal ions are more suit for developers than acids in practical application.
Chapter4:The complex which had high colourity and could be decolored by water was selected. Than it was synthesised by solid-phase method and used as the pigment of ink of white board marker. The ink which can be wiped by both water and rag was prepared using uniform and orthogonal experiment method.
引文
[1]G. Payne. Threads of evidence.Chemistry in Britain [J],2002,38(1):37-39.
[2]Slade, Stuart. Thermochromic paints[J], Surface Coatings Australia, 1987, 24(1-2):8-9.
[3]Nicholls, John. Smart coatings:a bright future[J], Materials World,1996,4(1):19-21.
[4]N. Sekar. Photochromic and thermochromic dyes and their applications.[J], Colourage, 1998,45(7):39-42.
[5]Christie, Robert M.; Bryant, I. David. An evaluation of thermochromic prints based on microencapsulated liquid crystals using variable temperature colour measurement[J], Coloration Technology,2005,121(4):187-192.
[6]White, Mary Anne; LeBlanc, Monique. Thermochromism in commercial products[J], Journal of Chemical Education,1999,76(9):1201-1204.
[7]White, Gary D.; Zartman, Debora A.; Bonicamp, Judith M. A serious look at Changeable Silly Putty[J], Chemical Educator, 2000, 5(1):2-7.
[8]韩静.黑色荧烷染料显色反应及光谱性质研究[D],山西大学,2010.
[9]Ramaiah Muthyala. Chemistry and Applications of Leuco Dyes[M], Kluwer Academic Publishers, New York, 2002.
[10]唐紫蓉,张燮.可逆有机热变色材料[J],华东地质学院学报,2002,25(1):50-54.
[11]K. Venkataraman. The Chemistry of Synthetic Dyes[M], New York, Academic Press, 1970. Vols.3.
[12]Arakawa, Seiichi; Kondo, Hirofumi; Seto, Junetsu. Photochromism. Synthesis and properties of indolinospirobenzothiopyrans[J], Chemistry Letters, 1985,12,1805-8.
[13]Masukawa, Toyoaki; Ishikawa, Wataru; etal. Photosensitive material especially photosensitive presensitized printing plate and leuco-dyes contained therein[P], EP 35262,1981.
[14]Konig, Karl H.; Letsch, Gerhard. Thermochromic effects and constitution of unsymmetrical (hydroxyalkylamino)-p-benzoquinones. Ⅱ. Variations in the quinone and the amino alcohol component[J], Chemische Berichte,1959, 92, 1789-97.
[15]Matsuoka, Masaru; Oshida, Atsushi; Mizoguchi, Akira; Hattori, Yasuhiro; Nishimura, Akira.. Molecular design of quinoid dyes for 3rd order NLO materials[J], Nonlinear Optics, 1995,10 (1-4):109-11.
[16]Bellus, Peter A.; Mader, Roger A. Phenoxazine and phenothiazine dyes and their leuco forms[P]. US 4622395,1986.
[17]Miller, Alan G. Stabilized leuco phenazine dyes and their use in an imaging system[P],EP 181085,1986.
[18]Tsuchida, T, Koga, Y, Omura, H., Tanaka, M., and Danou, N. Pressure sensitive recording materials[P], EP 587184,1994.
[19]Adachi, Kinichi. Heat-sensitive recording materials[P], JP 48051644, 1973.
[20]Dittrich, Frank; Scholz, Marianne. Photometric trace detection of hydrogen peroxide using leuco dyes[P], GP,235115,1986.
[21]Zepp, R. G,Skurlatov, Y. I., and Ritmiller, L. F. Effects of aquatic humic substances on analysis for hydrogen peroxide using peroxidase-catalyzed oxidations of triarylmethanes or p-hydroxyphenylacetic acid[J], Environmental Technology Letters 1988,9(4):287-98.
[22]Jue, C. K., and Lipke, P. N. Determination of reducing sugars in the nanomole range with tetrazolium blue[J], Journal of Biochemical and Biophysical Methods,1985, 11 (2-3):109-15.
[23]Stepanets, O. V.; Lazarev, V. G.; Khitrov, L. M.; Kolotyrkina, I. Ya. Random errors of ionometric determination of potassium in sea water on ships[J], Zhurnal Analiticheskoi Khimii,1984,39(3):448-51.
[24]Singh, Ajai Kumar; Kumar,Dinesh. Spectrophotometric determination of molybdenum in steels with pyrocatechol and neotetrazolium chloride[J], Analyst (Cambridge, United Kingdom), 1985,110(6):751-3.
[25]Kuhn, Richard; Jerchel, Dietrich. Invert soaps. VII. Tetrazolium salts[J], Berichte der Deutschen Chemischen Gesellschaft 1941,74,941-948.
[26]Hirai, H., Hanada, T., Yamanishi, K., and Nohara, H. Method for colorimetric determination of hydrogen peroxide or peroxidase activity in clinical examinations [P], EP 223977, 1987.
[27]Chapman,D.D. and Schmittou, E. R. Comprehensive Coordination Chemistry[M], Pergamon Press, New York,1987,95.
[28]Kalopissis, G., and Bugaut, A. Formazan hair dyes[P], Belgian Patent 719055, 1969.
[29]唐方辉,刘东志.无碳复写纸用压(热)敏染料[J],信息记录材料,2004,5(1):31-33.
[30]董翠华,龙柱,庞志强,杨淑蕙.可逆热致变色材料及其应用现状[J],材料导报网刊,2008,3(2):4-7.
[31]梁小蕊,张勇,张立春.可逆热致变色材料的变色机理及应用[J],化学工程师, 164(5):56-58.
[32]王连福.热敏染料及热敏记录纸[J],天津化工,1997,4:6-9.
[33]Farber, Sheldon; Wright, Arthur J. Phthalide[P]. US 3812146,1974.
[34]Makhloga, P. S.; Chamoli, R. P. Synthesis and infrared spectral studies on some new phthalein dyes-unsymmetrically substituted phthalides[J]. Journal of the Society of Dyers and Colourists, 1984, 100(5-6):170-173.
[35]Yoshida, Mitsuhiro; Suzuki, Takeshi. Thermal recording medium[P]. JP 335724, 1996.
[36]董川,双少敏译.隐色体染料化学与应用[M],北京,化学工业出版社,2010,78-92.
[37]Barrett K.Green, Dayton,Ohio. Pressure sensitive record material [P], US 2505470, 1950.
[38]于永,高艳阳.三芳甲烷苯酞类可逆热致变色材料[J],化工技术与开发,2006,35(10):26-29.
[39]许彦,程铸生.荧烷系染料的合成研究[J],化学世界,1999,8,416-420.
[40]Lin,Chao-Han; Hoover,Troy E.; Wright, Arthur John. Chromogenic 6'-diethylaminofluorans[P]. DE 1970-2001864, 1970.
[41]M. Kubota, etal. Chemistry of Functional Dyes[M], Tokyo, Mita Press,1989,223.
[42]吴雅红,郝志峰,余坚.固相法合成孔雀石绿-硼酸复配物及其热变色性能的研究[J],江苏化工,2005,33(1):26-29.
[43]王桂,陈之川.无碳复写纸显色剂的技术动向[J].河北化工,1997,3,11-13.
[44]陈京环,刘文波,于钢.CF纸显色剂技术进展及涂料制备[J],黑龙江造纸,2006,1:28-30.
[45]王际德.无碳复写纸的发展趋势[J],中华纸业,2007,28(10):41-44.
[46]卜念珍.无碳复写纸的发展和进步[J],中华纸业,2000,21(6):18-22.
[47]段祥民,曹丽云.热敏纸显色剂PHBB及其合成[J],上海造纸,1989,2,18-21.
[48]沈美琴.热敏记录纸用精细化学品的应用与发展[J],化工进展,1994,6,1-7.
[49]Matsumoto, Shinichi; Fuchigami, Hideki. Reversible thermosensitive coloring composition[P], JP 53102284, 1978.
[50]Yanagihara, Naoto; Ikeda, Noriaki; Iwakura, Ken. Recording material based on the color development reaction between a phthalide dye precursor and a derivative of salicylic or naphthoic acid[P], JP 63185674, 1988.
[51]Tsugawa, Hiroaki. Thermal recording materials using fluorenespirophthalide leuco dyes and bis(hydroxyphenyl)acetate esters as developers[P]. JP 07164759, 1995.
[52]Kabashima, Kazuo; Kobayashi, Hiroshi; Iwaya, Tetsurou. Color heat-sensitive recording paper comprising novel urea-urethane compound as developer[P], US 20010044553,2001.
[53]Hojo,Masashi; Ueda, Tadaharu; Yamasaki, Masanori; Inoue, Akihiko; Tokita, Sumio; Yanagita, Mitsuhiro.1H and 13C NMR detection of the carbocations or zwitterions from rhodamine B base, a fluoran-based black color former, trityl benzoate, and methoxy-substituted trityl chlorides in the presence of alkali metal or alkaline earth metal perchlorates in acetonitrile solution[J]. Bulletin of the Chemical Society of Japan, 2002,75(7):1569-1576.
[54]Okada K, Okada S. X-ray crystal structure analysis and atomic charges of color former and developer: 5. Colored formers[J], Journal of Molecular Structure, 1999, 510:35-51.
[55]鹏博.近年热敏染料技术进展[J],染料工业,1991,28(3):10-17.
[56]Adams, Clyde S.3,3-Bis(4-dimethylaminophenyl)-6-dimethylaminophthalide[P], US 2417897, 1947.
[57]Guyot, A.; Pignet, P. Contribution to the Study of Amino Derivatives of o-Dibenzoylbenzene[J], Compt. rend.,1908,146:984-7.
[58]Kanzaki. Triphenylmethane derivatives[P], JP 52107026,1977
[59]Miyake. Color formers[P], JP 52108965,1977.
[60]Akamatsu, Takashi; Kogo, Koichi; Miyake, Makoto. Azaphthalide dyes[P]. JP 8008728,1973.
[61]Kotsutsumi,Minoru; Miyazawa,Yoshitomo. Chromogenic compounds for pressure-sensitive copying paper[P], JP 48003693,1973.
[62]Ozutsumi, Minoru; Miyazawa, Yoshihide. Pressure-sensitive copying paper[P], DE 2163658,1972.
[63]Farber, Sheldon. Vinyl phthalide color formers[P], UP 4119776,1978.
[64]周祖权译.感温变色性色素及其应用[J],染色工业,1983(4):60-61.
[65]陈继娴,曹丽云.国产结晶紫内酯[J],上海造纸,1987(2):51-56.
[66]陈丽娜,白国信,叶明新.油溶性结晶紫内酯的合成和性能[J],复旦学报(自然科学版),2006,45(3):375-379.
[67]鹏搏.近年热敏染料技术进展[J],染料工业,1991,28(3):10-17.
[68]陈秀琴,黄继泰.黏土的酸处理及其产物的吸附性能研究[J],矿产综合利用,1993,3:28-31.
[69]黄继泰,戴劲草.活性白土对结晶紫内酯的发色稳定效应[J],华侨大学学报(自然科学版),1994,1(3):285-288.
[70]李劲松,刘文波,陈京环.显色剂对CF纸性能影响[J],造纸化学品,2006,18(3):31-34.
[71]于永,高艳阳.三芳甲烷苯酞类可逆热致变色材料[J],化工技术与开发,2006,35(10):26-29.
[72]张宝砚,李远明,姜功臣,王晓光.以孔雀绿内酯为变色剂的可逆示温涂料的研究[J],化工新型材料,1996,10,37-38.
[73]唐方辉,刘东志.无碳复写纸用压热敏染料[J],信息记录材料,2004,5(1):31-33.
[74]崔晓亮,张宝砚,孟凡宝,孟皓,夏炎.一种可逆热致变色材料的制备及微胶囊化研究[J],合成树脂及塑料,2002,19(3):24-27.
[75]杨旭.结晶紫内酯微胶囊的制备及变色性能研究[D],苏州大学,2009.
[76]郭凤芝,安苗,黄玉丽.变色染料/壳聚糖微胶囊的制备研究[J],北京服装学院学报,2009,29(2):53-29.
[77]吴落义,胡智荣,李玉书,邵光.低温可逆变色微胶囊的制备及其在水性涂料中的应用研究[J],涂料工业,2002,12,17-19.
[78]Ahela Kulcar. Colorimetric properties of reversible thermochromic printing inks[J], Dyes and Pigments,2010,86(3):271-277.
[79]张惠田.记录方式中使用的染料[J],天津化工,1987(2):53-54.
[80]高令杰,赵天增,秦海林,付经国.结晶紫内酯开环机理的13C NMR研究[J],波普学杂志,995,12(6),607-611.
[81]宋健,李光天,程侣柏.结晶紫内酯变色机理的研究[J],大连理工大学学报,1999,39(3):410-414.
[82]马一平,朱蓓蓉.内酯型化合物温致变色的表征及研究[J],涂料工业,2000,6:35-39.
[83]刘军,赵曙辉,李文刚,李兰.结晶紫内酯可逆热变色复合物的DSC研究[J],印染助剂,2003,20(6):39-41.
[84]Douglas C. MacLaren and Mary Anne White. Competition between dye-developer and solvent-developer interactions in a reversible thermochromic system[J], J. Mater. Chem.,2003,13,1701-1704.
[85]D. C. Maclaren, M. A. White. Design rules for reversible thermochromic mixtures[J], Journal of materials science,2005,40,669-676.
[86]杨淑慧,郝晓秀,刘洪斌.可逆温致变色材料的合成及其在质料体系中的作用[J],中国造纸,2005,24(11):13-16.
[87]National Cash Register Co. Chromogenic fluorans[P], DE 2318403,1973.
[88]Fuji Photo Film. Color photographic emulsions[P], Brit. GB 1143171,1969.
[89]Nakasuji, Norikazu; etal. Thermochromic compositions for temperature indicators[P]. JP 50075992,1975.
[90]National Cash Register Co. Chromogenic fluorans[P]. DE 2318403,1973.
[91]Kimura, Shiro;etal. Spirophthalan-1,9'-xanthene dyes for pressure-sensitive paper[P]. JP 47018550,1972.
[92]Tsujimoto, Michihiro; Aoki, Mario; Asano, Makoto. Pressure-sensitive copying paper[P]. JP 62108084, 1987.
[93]Farber, Sheldon; Wright, Arthur J. Chromogenic fluorans[P]. US 3694461 A,1972.
[40]Lin,Chao-Han; Hoover,Troy E.; Wright, Arthur John. Chromogenic 6'-diethylaminofluorans[P]. DE 1970-2001864,1970.
[94]Yahagi, Masakichi; Suzuki,Teruo; Igaki, Tetsuo; Horiuchi, Shoichi. Fluoran leuco compounds for pressure-sensitive recording materials[P]. DE 2245504, 1973.
[95]宋心远,沈煜如.新型染整技术[M],北京,中国纺织出版社,1999,165-166.
[96]潘建林,罗惠萍.2-(2’-氯苯氨基)-6-二乙基氨基荧烷的合成与性能测试[J],浙江大学学报(自然科学版),1997,31(1):93-96.
[97]戈乔华,项斌,高建荣,沈卫庆,程水良.2-(5-甲基-1,3,4-嗯二唑-2-基)-6-二乙氨基荧烷的合成[J],浙江工业大学学报,2006,34(5):498-501.
[98]王流芳,任艳平,袁希召,何凤英,汪淇.3,6-二氯荧烷的晶体结构与抗肿瘤活性的研究[J],科学通报,1989,8,595-598.
[99]王流芳,任艳平,袁希召,何凤英,汪淇.3,6-二氯荧烷的新合成方法及其光 谱鉴定[J],化学试剂,1990,12(6):341-343.
[100]付立民.含氟压敏热敏染料[J],有机氟工业,1990,5,1-8.
[101]付立民,张宪军,张金廷,南震.热敏染料FH-102的合成[J],辽宁化工,2000,29(1):1-5.
[102]周文慧,刘建民,李妙贞,王尔.荧烷染料的光诱导显色反应和机制的研究[J],感光科学与光化学,1997,15(2):109-113.
[103]周文慧,何勇,吴尊荣.荧烷染料-二芳基碘盐同步光生色和光聚合体[J],应用化学,1998,15(4):7-10.
[104]Wenhui Zhou, Zunrong Wu, Miaozhen Li and Erjian Wang. Synchronous Photopolymerization and Photocoloration Initiated by Color less Fluorane Dye and Iodonium Salts[J], Journal of Photopolymer Science and Technology, 1998, 11(1):109-114.
[105]Wenhui Zhou, Jianmin Liu, Zunrong Wu, Erjian Wang. A novel pathway to photoinduced colour formation of colourless fluroane dye using iodonium salts as activators[J], Journal of Photochemistry and Photobiology A, 1998,112,173-178.
[106]Mitsuhiro Yanagita, Izuo Aoki,Sumio Tokita. New Fluoran Leuco Dyes Having a Phenylenediamine Moiety at the 6-Position of the Xanthene Ring[J], Dyes and Pigments, 1998,36(1):15-26.
[107]Kazunori Kawasaki, Kazuhisa Sakakibara. Electrochemical Evaluation of Hydrogen Bond Donor Ability of Sulfonylurea Molecules by Cyclic Voltammetry[J], Chemistry Letters,2007,36 (2):1-2.
[108]Satoshi Yamamoto, Hiromi Furuya, Kyoji Tsutsui,Satoru Ueno, and Kiyotaka Sato. In Situ Observation of Thermochromic Behavior of Binary Mixtures of Phenolic Long-Chain Molecules and Fluoran Dye for Rewritable Paper Application[J], Crystal Growth & Design, 2008, 8(7):256-2263.
[109]Meiqin, Shen; Yun, Shi; Qiyu, Tao. Synthesis of fluoran dyes with improved properties[J], Dyes and Pigments, 1995,29(1):45-55.
[110]Sekine, Mikiya. Thermal recording medium for double color-forming system and recording method using it[P], JP 10297108,1998.
[111]韩屴,祁咏梅,张秀岩.热敏打印技术及热敏染料在彩色影像输出中的应用[J],染料与染色,2010,47(5):17-19.
[112]王连福.热敏染料及热敏记录纸[J],天津化工,1997,4,6-9.
[113]王毓明,蔡长森.无碳复写纸用CB涂料的反应条件研究[J],涂料工业,1997,4:19-20.
[114]唐方辉,刘东志.无碳复写纸用压(热)敏染料[J],信息记录材料,2005,5(1):31-33.
[115]Takashima, Masanobu; Sano, Shojiro; Ohara, Shinichiro. Improved fastness of carbonless paper color images with a new trimethane leuco dye[J], Journal of Imaging Science and Technology,1993,37(2):163-166.
[116]陈影,韩卿.无碳复写纸的涂料及发展[J],西南造纸,2006,35(2):14-24.
[117]徐成安,王正清.压敏显色微胶囊及其涂料的研究进展[J],上海化工,2003(9):32-35.
[118]董志辉.无碳复写纸显色性能的影响因素[J],纸和造纸,2006,25(1):15-17.
[119]辛忠,李金城,杨锦宗.压敏复写、热敏材料及其化学的新进展[J],化工进展,1987,2,34-38.
[120]沈美琴,丁越美.热敏记录材料用增感剂的合成和性能[J],天津大学学报,1995,1(2):168-171.
[121]张宝砚,李远明,姜功臣,王晓光,张宝心.以孔雀绿内酯为变色剂的可逆示温涂料的研究[J],化工新型材料,1996,10:37-38.
[122]王旭东,徐伟箭.可逆热致变色材料的应用新进展[J],化工进展,2000,3:42-45.
[123]褚衡,黄光斗,李纯清,石彪,胡爱红.以荧烷为变色剂的示温材料研究[J],湖北工学院学报,1999,14(1、2):71-74.
[124]陈昌云,周志华,薛蒙伟,马美华.热色性材料变色机理及应用[J],南京晓庄学院学报,2002,18(4):20-22.
[125]Yiping Ma,. Research on reversible effects and mechanism beteewen the energy-absorbing and energy-reflecting states of chameleon-type building coatings[J], Solar Energy, 2002, 72(6):511-520.
[126]唐紫蓉,张燮.可逆有机热变色材料[J],华东地质学院学报,2002,25(1):50-54.
[127]吴宝龙,吴赞敏,冯文昭.有机热敏变色材料及应用(下)[J],染整技术,2008,30(9):15-17.
[128]吴宝龙,吴赞敏,冯文昭.有机热敏变色材料及应用(下)[J],染整技术,2008,30(8):12-15.
[129]黄慧华,刘及时.几种变色染料的变色机理以及在纺织品上的应用[J],化纤与纺织技术,2006,1,24-28.
[130]刘维锦,梁涛,李素芝.可逆热致变色印花材料的制备及性能研究[J],丝绸,2008,5:31-33.
[131]王炜,谢均.热敏变色材料及其在纺织品上的应用[J],丝绸,2003,8:44-46.
[132]李学厚.RTP系列可逆热敏变色涂料在毛巾织物印花中的应用[J],染料工业,1994,31(2):27-29.
[133]黄萍,杨光明.热敏“动态”变色涂料及其印花工艺初探[J],印染助剂,1997,14(1):17-19.
[134]周秀会.变色织物生成技术[J],产业用纺织品,1999,17(8):1-4.
[135]冯文昭.棉织物的温敏变色整理[D],天津工业大学,2008.
[136]张忠信,方浩雁,马廷方,余志成,高佩佩.热敏变色微胶囊的制备及对真丝绸的涂料印花[J],丝绸,2010,7,1-4.
[137]陈港,谢国辉,武书彬.防伪纸张及其防伪技术[J],中国造纸,2001,4:52-55.
[138]孙文秀,张琳,冀永东,葛飞,陈忠军,任文明,高爱武.可逆变色材料在包装中的应用[J],包装工程,2008,29(12):35-38.
[139]李景伟.热敏防伪在烟标印刷中的应用[J],今日印刷,2006,8:84-86.
[140]李志东,刘兰飞,王柯敏.测定乙醇的吸光型光化学传感器的研究[J],化学传感器,1997,17(4):300-303.
[141]李志东.测定丙酮的气敏吸光型光化学传感器的研究[J],华南建设学院西院学报,2000,8(4):101-104.
[142]Wang, Sheng; Gwon, Seon-Yeong; Son, Yong-A.; Matsumoto, Shinya; Hwang, In Jeong; Kim, Sung-Hoon.. Highly Selective Colorimetric Signaling of Iron Cations Based on Fluoran Dye[J], Molecular Crystals and Liquid Crystals, 2009, 504, 155-163.
[143]Wang, Sheng; Gwon, Seon-Yeong; Kim, Sung-Hoon. A highly selective and sensitive colorimetric chemosensor for Fe2+ based onfluoran dye[J], Spectrochimica Acta Part A,2010,76,293-296.
[144]Evan W Miller, Christopher J Chang. Fluorescent probes for nitric oxide and hydrogen peroxide in cell signaling[J], Current Opinion in Chemical Biology, 2007, 11, 620-625.
[145]Walter Mier. Fluorescent Somatostatin Receptor Probes for the Intraoperative Detection of Tumor Tissue with Long-Wavelength Visible Light[J], Bioorganic & Medicinal Chemistry,2002,10,2543-2552.
[146]雷立旭,忻新泉.室温固相化学反应与固体结构[J],化学通报,1997,2,1-6.
[147]耿丽君,李记太,王书香.研磨法在固相有机合成中的应用[J],有机化学,2005,5(5):608-613.
[148]周益明,辛新泉.低热固相合成化学[J],无机化学学报,1999,15(3):1-18
[149]于兆源,付立民.国外压、热敏染料的合成研究与发展,染料与染色[J],1984,3,8-12.
[150]Orita, Michio; Yahagi, Masakichi. Benzofluoran pressure sensitive dyes[P], JP 46010079, 1971.
[1]董川,双少敏.隐色体染料化学与应用译著[M],北京,化学工业出版社,2010,77.
[2]Gamer, Robert; Duennenberger, Max. 3,3-Di(3-indolyl)phthalides as dyes for copying papers[P], DE 2257711,1973.
[3]唐方辉,刘东志.无碳复写纸用压热敏染料[J],信息记录材料,2004,5(1):31-33.
[4]崔晓亮,张宝砚,孟凡宝,孟皓,夏炎.一种可逆热致变色材料的制备及微胶囊化研究[J],合成树脂及塑料,2002,19(3):24-27.
[5]张宝砚,李远明,姜功臣,王晓光,张宝心.以孔雀绿内酯为变色剂的可逆示温涂料的研究[J],化工新型材料,1996,10:37-3.
[6]卜念珍.无碳复写纸的发展和进步[J],中华纸业,2000,21(6):18-2.
[7]陈京环,刘文波,于钢.CF纸显色剂技术进展及涂料制备[J],黑龙江造纸,2006,1:28-30.
[8]Krishnan AV, Stathis P, Permuth SF, Tokes L, Feldman D. Bisphenol-A:an estrogenic substance is released from polycarbonate flakes during autoclaving[J], Endocrinology,1993,132(6):2279-86.
[9]段祥民,曹丽云.热敏纸显色剂PHBB及其合成[J],上海造纸,1989,2:18-21.
[10]黄继泰,戴劲草.活性白土对结晶紫内酯的发色稳色效应[J],华侨大学学报(自然科学版),1994,1(3):285-288.
[11]莫文生.无碳复写纸显色剂用活性膨润土研究[J],非金属矿,2011,24(6):29-30.
[12]C.F. Zhu, A.B. Wu. Studies on the synthesis and thermochromic properties of crystal violet lactone and its reversible thermochromic complexes[J], Thermochimica Acta,2005,(425):7-12.
[13]Hojo, Masashi; Ueda, Tadaharu; Inoue, Akihiko; Tokita, Sumio. Interaction of a practical fluoran-based black color former with possible color developers, various acids and magnesium ions, in acetonitrile[J]. Journal of Molecular Liquids, 2009, 148: 109-113.
[14]Kabashima, Kazuo; Kobayashi, Hiroshi; Iwaya, Tetsurou. Color heat-sensitive recording paper comprising novel urea-urethane compound as developer[P], US 20010044553,2001.
[15]Shinya Matsumoto, Sakiko Takeshima, Saori Satoh, Kazuo Kabashima. The crystal structure of two new developers for high-performance thermo-sensitive paper: H-bonded network in ureaeurethane derivatives[J], Dyes and Pigments, 2010, 85 (3):139-142.
[16]Hojo, Masashi; Ueda, Tadaharu; Yamasaki, Masanori.1H and 13C NMR detection of the carbocations or zwitterions from rhodamine B base, a fluoran-based black color former, trityl benzoate, and methoxy-substituted trityl chlorides in the presence of alkali metal or alkaline earth metal perchlorates in acetonitrile solution[J], Bulletin of the Chemical Society of Japan, 2002, 75(7):1569-1576.
[17]章桂仁.摘译自科学工业[N],1983,57(1):10-15.
[18]辛忠,李金城,杨锦宗.压敏复写、热敏材料及其化学的新进展[J],化工进展,1987,2:34-38.
[19]J.Luthern, A.Peredes. Determination of the stoichiometry of a thermochromic color complex via Job's method[J], Journal of materials science letters, 2000 (19):185-188.
[1]许彦,程铸生.荧烷系染料的合成研究[J],化学世界,1999,8,416-420.
[2]王毓明,蔡长森.无碳复写纸用CB涂料的反应条件研究[J],涂料工业,1997,4,19-20.
[3]Takashima, Masanobu; Sano, Shojiro; Ohara, Shinichiro. Improved fastness of carbonless paper color images with a new trimethane leuco dye[J], Journal of Imaging Science and Technology,1993,37(2):163-166.
[4]褚衡,黄光斗,李纯清,石彪,胡爱红.以荧烷为变色剂的示温材料研究[J],湖北工学院学报,1999,14(1、2),71-74.
[5]Yiping Ma,. Research on reversible effects and mechanism beteewen the energy-absorbing and energy-reflecting states of chameleon-type building coatings[J], Solar Energy, 2002, 72(6):511-520
[6]黄慧华,刘及时.几种变色染料的变色机理以及在纺织品上的应用[J],化纤与纺织技术,2006,1,24-28.
[7]张忠信,方浩雁,马廷方,余志成,高佩佩.热敏变色微胶囊的制备及对真丝绸的涂料印花[J],丝绸,2010,7,1-4.
[8]Wang, Sheng; Gwon, Seon-Yeong; Son, Yong-A.; Matsumoto, Shinya; Hwang, In Jeong; Kim, Sung-Hoon.. Highly Selective Colorimetric Signaling of Iron Cations Based on Fluoran Dye[J], Molecular Crystals and Liquid Crystals, 2009, 504, 155-163
[9]Evan W Miller, Christopher J Chang. Fluorescent probes for nitric oxide and hydrogen peroxide in cell signaling[J], Current Opinion in Chemical Biology, 2007, 11:620-625.
[10]Walter Mier. Fluorescent Somatostatin Receptor Probes for the Intraoperative Detection of Tumor Tissue with Long-Wavelength Visible Light[J], Bioorganic & Medicinal Chemistry,2002,10,2543-2552.
[11]Ramaiah Muthyala. Chemistry and Applications of Leuco Dyes[M], New York, Kluwer Academic Publishers, 2002, 125.
[12]陈京环,刘文波,于钢.CF纸显色剂技术进展及涂料制备[J],黑龙江造纸,2006,1:28-30.
[13]段祥民,曹丽云.热敏纸显色剂PHBB及其合成[J],上海造纸,1989,2,18-21.
[14]沈美琴.热敏记录纸用精细化学品的应用与发展[J],化工进展,1994,6,1-7
[15]Matsumoto, Shinichi; Fuchigami, Hideki. Reversible thermosensitive coloring composition[P], JP 53102284,1978.
[16]Tsugawa, Hiroaki. Thermal recording materials using fluorenespirophthalide leuco dyes and bis(hydroxyphenyl)acetate esters as developers[P], JP 07164759,1995.
[17]Kabashima, Kazuo; Kobayashi, Hiroshi; Iwaya, Tetsurou. Color heat-sensitive recording paper comprising novel urea-urethane compound as developer[P], US 20010044553,2001.
[18]Hojo, Masashi; Ueda, Tadaharu; Yamasaki, Masanori. 1H and 13C NMR detection of the carbocations or zwitterions from rhodamine B base, a fluoran-based black color former, trityl benzoate, and methoxy-substituted trityl chlorides in the presence of alkali metal or alkaline earth metal perchlorates in acetonitrile solution[J], Bulletin of the Chemical Society of Japan,2002,75(7):1569-1576.
[19]Orita, Michio; Yahagi, Masakichi; Obitsu, Takeo. Benzofluoran pressure sensitive dyes[P],JP 46010079,1971.
[20]Plos, Gregory; Gawtrey, Jonathan; Kravtchenko, Sylvain. Use of a composition containing a dye or a dye precursor for coloring of keratinous fibers[P], FP 2862531, 2005.
[1]陈毅飞,肖萌萌,皮丕辉,文秀芳,程江,杨卓如.新型白板笔墨水的研制及性能优化[J],应用化工,2008,38(4):456-458.
[2]霍镜蓉.白板笔墨水的研制[J],中国制笔,1993,2,13-15.
[3]温建辉.水擦白板笔墨水的化学原理[J],中国制笔,2007,4,7-9.
[4]詹忆源,张杏金.白板笔墨水及其制造方法[P],CN1974692A,2007.
[5]张俊,卫艳丽,郝丽玲,董川.一种可干擦的白板笔墨水[P],CN101117469A,2008.
[6]张起贵,王建海,宋哲,刁宏亮,张瑞东,刘守军,郝培志.一种白板笔使用的染料型醇水墨水及其制备方[P],CN101182395A,2008.
[7]袁建新.一种醇溶性白板笔墨水[P],CN101550299A,2009.
[8]杨久生.可擦性水溶剂型墨水及制备方法[P],CN 87100224A,1988.
[9]张志刚.水性白板笔墨水[P],CN 1884403A,2006.
[10]范元华.水解板书墨水组成物[P],CN1448448A,2003.
[11]林劲冬.光催化氧化还原降解消色板书墨水及其降解促进剂[P],CN1594463A,2005.
[12]李玉娟,黄小喜,周炜.一种可涂擦墨水及其制造方法[P],CN101457054A,2009.
[13]方为.一种可干擦和湿擦的水性白板笔墨水及其擦试剂[P],CN101845251A,2010.
[14]董川,温建辉,张俊.笔墨材料化学[M],北京,科学出版社,2005,72
[15]董川,温建辉,双少敏,张国梅.墨水化学原理及应用,北京,科学出版社[M],2007,328
[16]张海平,陈均志.可擦墨水的研制[J],应用化工,2004,33(2):61-63
[17]张俊,李忠平,董川.表面活性剂在墨水制造中的应用[J],日用化学工业,2004,34(6):381-383
[18]袁建新,杨晔.试析白板笔墨水的间歇书写脱帽保湿[J],中国制笔,2007,3,32-33