松香基聚氧乙烯胺型双子表面活性剂的合成及性能研究
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摘要
脱氢枞胺经N-烷基化反应合成N,N'-二脱氢枞基-α,ω-丙二胺,再与溴代聚乙二醇单甲醚经N-烷基化反应制备了4种不同分子质量的N,N'-二聚乙二醇单甲醚-N,N'-二脱氢枞基-α,ω-丙二胺松香基聚氧乙烯胺型双子表面活性剂RPG550、RPG1000、RPG2000和RPG5000。通过FT-IR和1H NMR对产物进行了结构表征,并对其临界胶束浓度(CMC)及其表面张力(γcmc)、对松节油/水体系或液体石蜡/水体系的乳化能力、抑泡及消泡能力进行了研究。研究结果表明:RPG550、RPG1000、RPG2000、RPG5000的CMC值分别为1.00×10-3、9.75×10-4、5.25×10-4、1.90×10-4mol/L,γcmc值分别为26.4、27.5、22.8、22.2 mN/m,都低于市售表面活性剂壬基酚聚氧乙烯醚TX-10的相应值(CMC值2.03×10-3mol/L,γcmc值31.6 mN/m);其对松节油/水体系以及液体石蜡/水体系有较好的乳化能力,并有明显的抑泡能力和一定的消泡能力,抑泡能力明显好于TX-10。
Four rosin-based polyoxyethylene amine gemini surfactants N, N'-methoxypolyethylene glycols-N, N'-dehydroabietylamine-α,ω-promethylene diamine( RPG550,RPG1000,RPG2000,and RPG5000) with different molecular weights,were synthesized from dehydroabietylamine through N-alkylation reactions. The structures of these compounds were confirmed by FT-IR and1 H NMR,and their surface activities were investigated and analyzed. The results showed the CMC andγcmcvalues of these four compounds were lower than that of commercial TX-10. The CMC values of RPG550,RPG1000,RPG2000,RPG5000 and TX-10 were 1. 00 × 10-3,9. 75 × 10-4,5. 25 × 10-4,1. 90 × 10-4,and 2. 03 × 10-3mol /L,respectively. The γcmcvalues of these surfactants were 26. 4,27. 5,22. 8,22. 2,and 31. 6 mN /m,respectively. These compounds have excellent emulsifiability in the turpentine /water system and the liquid paraffin /water system. They also have good foam inhibition and defoaming power properties,and the foam inhibition property of RPG is significantly better than that of TX-10.
Four rosin-based polyoxyethylene amine gemini surfactants N, N'-methoxypolyethylene glycols-N, N'-dehydroabietylamine-α,ω-promethylene diamine( RPG550,RPG1000,RPG2000,and RPG5000) with different molecular weights,were synthesized from dehydroabietylamine through N-alkylation reactions. The structures of these compounds were confirmed by FT-IR and1 H NMR,and their surface activities were investigated and analyzed. The results showed the CMC andγcmcvalues of these four compounds were lower than that of commercial TX-10. The CMC values of RPG550,RPG1000,RPG2000,RPG5000 and TX-10 were 1. 00 × 10-3,9. 75 × 10-4,5. 25 × 10-4,1. 90 × 10-4,and 2. 03 × 10-3mol /L,respectively. The γcmcvalues of these surfactants were 26. 4,27. 5,22. 8,22. 2,and 31. 6 mN /m,respectively. These compounds have excellent emulsifiability in the turpentine /water system and the liquid paraffin /water system. They also have good foam inhibition and defoaming power properties,and the foam inhibition property of RPG is significantly better than that of TX-10.
引文
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[2]岳治杰,李文岩.水中壬基酚聚氧乙烯醚的测定及去除方法研究进展[J].黑龙江环境通报,2010,36(1):35-38.
[3]盛毅,周述琼,章骅,等.烷基酚聚氧乙烯醚的环境危害及检测方法评价[J].现代科学仪器,2009(4):141-145.
[4]李晓瑄,李星纬.阳离子化松香的研究[J].化学通报,2000(1):33-35.
[5]任天瑞,李永红.松香化学及其应用[M].北京:化学工业出版社,2006.
[6]ZANA R,XIA Ji-ding.Gemini Surfactants:Synthesis,Interfacial and Solution-Phase Behavior and Applications[M].New York:Marcel Dekker,2003:56.
[7]唐善法,刘忠运,胡晓东.双子表面活性剂研究与应用[M].北京:化学工业出版社,2011.
[8]赵剑曦.新一代表面活性剂:Gemini[J].化学进展,1999,11(4):348-357.
[9]贾卫红,宋湛谦,饶小平,等.松香基双子阳离子表面活性剂的抑菌性能研究[J].林产化学与工业,2010,30(1):1-4.
[10]曾华辉,蒋福宾,杨正业,等.松香基季铵盐Gemini表面活性剂的合成与应用[C]//第21次全国工业表面活性剂发展研讨会论文集.南宁,2008.
[11]贾卫红,宋湛谦,饶小平,等.松香基磺酸盐Gemini表面活性剂的合成及性能[J].石油化工,2009,38(6):651-655.
[12]岑波,段文贵,任云,等.松香-蔗糖基双子表面活性剂的合成研究[J].兰州理工大学学报,2005,31(6):65-69.
[13]贾卫红.松香基双子表面活性剂的合成及性能研究[D].北京:中国林业科学研究院硕士学位论文,2009:46.
[14]庞重军,刘宝生,陈剑民,等.表面修饰粉末消泡剂的制备及评定[J].茂名学院学报,2003,13(3):15-17,21.
[15]高燕,蹇锡高.1H NMR法测定多苯基取代联苯型聚醚酮的分子量[J].高分子材料科学与工程,1999,15(12):167-168,172.
[16]潘祖仁.表面活性剂化学[M].北京:化学工业出版社,2009:6.
[17]赵国玺,朱步瑶.表面活性剂作用原理[M].北京:中国轻工业出版社,2003.