两种聚醚改性有机硅表面活性剂的NMR数据分析

doi:10.11938/cjmr20160308

波谱学杂志 ›› 2016, Vol. 33 ›› Issue (3): 432-441.doi: 10.11938/cjmr20160308

两种聚醚改性有机硅表面活性剂的NMR数据分析

张彬锋, 朱雪荣

亨斯迈化学研发中心(上海)有限公司, 上海 200245

收稿日期:2015-10-19 修回日期:2016-07-11 出版日期:2016-09-05 发布日期:2016-09-05
通讯作者: 张彬锋(1979-),男,博士,研究方向为波谱解析,电话:021-33572727,E-mail:zbf2004@hotmail.com. E-mail:zbf2004@hotmail.com

NMR Analyses of Two Polyether Modified Organic Silicone Surfactants

ZHANG Bin-feng, ZHU Xue-rong

R & D Center of Chemistry, Huntsman Asia Pacific (Shanghai) Co., Ltd., Shanghai 200245, China

Received:2015-10-19 Revised:2016-07-11 Online:2016-09-05 Published:2016-09-05

摘要/Abstract

摘要：

运用液体核磁共振（NMR）技术（包括¹H NMR、DEPT135、¹³C qNMR、¹H-¹H COSY、¹H-¹³C HSQC、¹H-¹³C HMBC、²⁹Si qNMR和¹H-²⁹Si HMBC）对两种有机硅表面活性剂进行了化学结构表征，对所得波谱数据进行了较为全面的指认．结果表明一维¹H NMR、¹³C NMR和²⁹Si NMR，与二维NMR方法结合使用可以准确区分这两种有机硅表面活性剂的结构：样品A和样品B均为聚乙二醇改性的聚二甲基硅氧烷有机硅表面活性剂；A具有线型ABA结构，平均分子量约为1 967；B具有梳型BAB结构，平均分子量约为7 191．

关键词: 液体核磁共振(liquid NMR), 结构鉴定, ¹H-²⁹Si HMBC, 有机硅表面活性剂, 硅氧烷和聚氧化乙烯共聚物

Abstract:

Two unknown polyether modified organic silicone surfactants were studied by NMR techniques (i.e., ¹H NMR, DEPT135, ¹³C qNMR, ¹H-¹H COSY, ¹H-¹³C HSQC, ¹H-¹³C HMBC, ²⁹Si qNMR and ¹H-²⁹Si HMBC). The NMR signals were assigned. The results indicated that the two silicone surfactants could be distinguished from each other by ¹H-²⁹Si HMBC. The main component of sample A was polyethylene oxide modified polydimethylsiloxane surfactant with a linear ABA structure, and sample B had a comb BAB structure. The average molecular weight of the two compounds was 1 967 and 7 191, respectively.

Key words: liquid NMR, structural elucidation, ¹H-²⁹Si HMBC, silicone surfactants, siloxane polyalkyleneoxide copolymer

中图分类号:

O482.53

张彬锋, 朱雪荣. 两种聚醚改性有机硅表面活性剂的NMR数据分析[J]. 波谱学杂志, 2016, 33(3): 432-441.

ZHANG Bin-feng, ZHU Xue-rong. NMR Analyses of Two Polyether Modified Organic Silicone Surfactants[J]. Chinese Journal of Magnetic Resonance, 2016, 33(3): 432-441.

参考文献

[1] Petroff L J, Snow S A. Silicone Surface Science (Advances in Silicon Science)[M]. 2012 ed. London: Springer, 2012. 243-280.

[2] Han Fu(韩富), Liu Zhi-yan(刘志妍), Zhou Ya-wen(周雅文), et al. Special surfactants and functional surfactants (Ⅳ)—Application of organic silicone surfactants[特种表面活性剂和功能表面活性剂(IV)—有机硅表面活性剂的应用] [J]. China Surfactant Detergent & Cosmetics(日用化学工业), 2009, 39(3): 200-206, 212.

[3] Han M S, Choi S J, Kim J M, et al. Effects of silicone surfactant on the cell size and thermal conductivity of rigid polyurethane foam by environmentally friendly blowing agents[J]. Macromol Res, 2009, 17(1): 44-50.

[4] Huang Liang-xian(黄良仙), Lei Ning(雷宁), Cui Rong(崔荣), et al. Synthesis of terminated polyether modified polysiloxanes and its performance(端基型聚醚改性有机硅的合成及性能)[J]. Textile Auxiliaries(印染助剂) , 2013, 30(8): 23-26.

[5] Fei Gui-qiang(费贵强), Li Min(李敏), Wang Hai-hua(王海花), et al. Solution properties of comb structure silicone surfactants(梳状结构硅表面活性剂的溶液性质)[J]. Polymer Materials Science and Engineering(高分子材料科学与工程), 2014, 30(9): 28-33.

[6] Han Fu(韩富), Zhang Gao-yong(张高勇). Synthesis and interfacial properties of glucosamide-based trisiloxane surfactants(新型含硅表面活性剂的合成及性能研究)[J]. Acta Chimica Acta(化学学报) , 2004, 62(7): 733-737.

[7] Li Chun-fa(李春发), Zhu Xue-rong(朱雪荣). An NMR and FT-IR study on polyether modified silicon surfactant(聚醚改性有机硅表面活性剂的核磁共振及红外光谱表征)[J]. Chinese J Magn Reson(波谱学杂志), 2014, 31(2): 222-231.

[8] Levy G C, Cargioli J D, Juliano P C, et al. Silicon-29 spin-lattice relaxation in organosilicon compounds[J]. J Am Chem Soc, 1973, 95(11): 3 445-3 454.

[9] Yang Yi-qing(杨一青), Chen De-quan(陈德铨), Wang Jian(王键), et al. The NMR study on organosilino-acrylic emulsions(丙硅乳液的核磁共振研究)[J]. Chinese J Magn Reson(波谱学杂志), 2008, 17(4): 329-334.

[10] Helmer B J, West R. Enhancement of ²⁹Si NMR signals by proton polarization transfer[J]. Organometallics, 1982, 1(6): 877-879.

[11] Provera S, Davalli S, Raza G H, et al. Long-range two-dimensional ¹H-²⁹Si heteronuclear shift correlation using gradients. Application to tetra-TMS-a-O-methyl-D-glucopyranose and tetra-TES-a-O-methyl-D-glucopyranose[J]. Magn Reson Chem, 2001, 39(1): 38-42.

[12] Farjon J, Giros A, Deloisy S, et al. ²⁹Si-¹H IMPACT HMBC: A suitable tool for analyzing silylated derivatives[J]. Magn Reson Chem, 2013, 51(4): 230-233.

[13] Wang Bei(王蓓), Liu Xing(刘星), Zhu Guo-lei(朱国磊), et al. Applications of new two-dimensional NMR spectroscopy in natural products research(新二维核磁共振在天然产物研究中的应用)[J]. Chinese J Magn Reson(波谱学杂志), 2013, 30(4): 602-613.

[14] Li Er-cheng(李二成), Piao Ai-zhi(朴爱植), Xie Ze-min(谢泽民), et al. ²⁹Si NMR study of linear and cyclic organosilicon compounds(线性和环体有机硅化合物的²⁹Si NMR研究)[J]. Chinese Journal of Microwave and Radio- frequency Spectroscopy(波谱学杂志), 1985, 2(1): 19-24.

[15] LaRochelle R W, Cargioli J D, Williams E A. Viscosity-molecular weight correlations of disiloxanols by ²⁹Si FT nuclear magnetic resonance[J]. Macromolecules, 1996, 9(1): 85-88.

[16] Ou Bin(欧斌). Optimum operating conditions for carbon-13 nuclear magnetic resonance spectra(CMR波谱的最短测定时间)[J]. Chinese Journal of Microwave and Radio-frequency Spectroscopy(波谱学杂志) , 1985, 2(4): 419-422.

[17] Gillet S, Delpuech J J, Valentin P, et al. Optimum conditions for crude oil and petroleum product analysis by carbon-13 nuclear magnetic resonance spectrometry[J]. Anal Chem, 1980, 52(6): 813-817.

两种聚醚改性有机硅表面活性剂的NMR数据分析

NMR Analyses of Two Polyether Modified Organic Silicone Surfactants

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