Solvent free synthesis of methyl dihydroxyethyl allyl ammonium chloride

doi:10.3969/j.issn.0438-1157.2013.05.052

CIESC Journal ›› 2013, Vol. 64 ›› Issue (5): 1884-1889.DOI: 10.3969/j.issn.0438-1157.2013.05.052

Solvent free synthesis of methyl dihydroxyethyl allyl ammonium chloride

MAO Taoyan¹, ZHENG Cheng², LIN Jing², CHEN Xiaoling², HUANG Xiaoluo², XING Xu², ZHANG Liping³

1. School of Chemistry & Chemical Engineering, Guangxi University, Nanning 530004, Guangxi, China;
2. Fine Chemicals Research institute, Guangzhou University, Guangzhou 510006, Guangdong, China;
3. Guangzhou Tianci Silicone Technology Co. Ltd., Guangzhou 510660, Guangdong, China

Received:2012-08-28 Revised:2012-12-25 Online:2013-05-05 Published:2013-05-05

无溶剂合成甲基二羟乙基烯丙基氯化铵

毛桃嫣¹, 郑成², 林², 陈晓玲², 黄晓罗², 邢旭², 张利萍³

1. 广西大学化学化工学院, 广西南宁 530004;
2. 广州大学精细化工研究所, 广东广州 510006;
3. 广州天赐有机硅科技有限公司, 广东广州 510660

通讯作者: 郑成
作者简介:毛桃嫣(1986-),女,博士研究生。
基金资助:
广东省部产学研项目(20120980);广州市教育局科技项目穗教科[2013]26号;国家级大学生创新训练项目(201211078006)。

Abstract

Abstract: Methyl dihydroxyethyl allyl ammonium chloride(MDAAC)was synthesized from N-methyl diethanolamine( MDEA )and allyl chloride by the solvent-free synthesis method.The effects of reaction time, reaction temperature and reactant molar ratio on reaction conversion rate were studied.The optimum process of synthesizing MDAAC obtained by orthogonal experiment was 60 min reaction time, 50℃ reaction temperature and 1∶1.3 molar ratio of MDEA and allyl chloride.The target product was purified by recrystallization and the yield of product was 97%.The structure of product was characterized by IR,¹H NMR and ¹³C NMR.

Key words: solvent-free synthesis, methyl dihydroxyethyl allyl ammonium chloride, N-methyl diethanolamine

关键词: 无溶剂合成, 甲基二羟乙基烯丙基氯化铵, N-甲基二乙醇胺

CLC Number:

TQ423.12

MAO Taoyan, ZHENG Cheng, LIN Jing, CHEN Xiaoling, HUANG Xiaoluo, XING Xu, ZHANG Liping. Solvent free synthesis of methyl dihydroxyethyl allyl ammonium chloride[J]. CIESC Journal, 2013, 64(5): 1884-1889.

毛桃嫣, 郑成, 林, 陈晓玲, 黄晓罗, 邢旭, 张利萍. 无溶剂合成甲基二羟乙基烯丙基氯化铵[J]. 化工学报, 2013, 64(5): 1884-1889.

References 15

[1]	Declerck V, Nun P,Martinez J, Lamaty F.Solvent-free synthesis of peptides[J].Angewandte Chemie,2009,121(49):9482-9485
[2]	Martins M A P, Frizzo C P, Moreira D N, Buriol L, Machado P.Solvent-free heterocyclic synthesis[J].Chemical Reviews,2009, 109(9):4140-4182
[3]	Nagendrappa G.Organic synthesis under solvent-free condition:an environmentally benign procedure(Ⅰ)[J].Resonance,2002, 7(10):59-68
[4]	Ma Xin(马欣), Fan Weizheng(范为正), Li Xiaoming(李晓明), Yao Ying(姚莹), Zhang Zhaoguo(张兆国).Asymmetric catalytic reactions under solvent-free conditions[J].Progress in Chemistry(化学进展),2010(7):1310-1340
[5]	Li Ruxiong(李汝雄), Wang Jianji(王建基).Solvent-free organic synthesis[J].Chemistry(化学通报),2003, 66:1-7
[6]	Butler George B,Ingley Francis L.Preparation and polymerization of unsaturated quaternary ammonium compounds(Ⅱ):Halogenated allyl derivatives[J].Halogenated Allyl and Quaternary Ammonium Derivatives,1951(3):895-896
[7]	Soltero J F A,Alvarez-Ramírez J G, Fernández V V A, Tepale N, Bautista F, Macías E R,Pérez-López J H, Schulz P C, Manero O, Solans C,Puig J E.Phase and rheological behavior of the polymerizable surfactant CTAVB and water[J].Journal of Colloid and Interface Science,2007:130-138
[8]	Romain Bordes, Khalid Rbii, Alfredo González-Pérez, Sophie Franceschi-Messant, Emile Perez, Isabelle Rico-Lattes.Novel polymerizable surfactants from 1∶1 mixtures of alkylcarboxylic acids and norbornene methylenamine[J].Langmuir, 2007, 23, 7526-7530
[9]	Cao Cui(曹翠), Qiao Weihong(乔卫红).Cationic advances in polymerizable surfactant[J].Chinese Polymer Bulletin(高分子通报),2008(12):67-74
[10]	Xiao Y H, Chen J H, Fang M, Xing X D, Wang H, Wang Y J,Li F.Antibacterial effects of three experimental quaternary ammonium salt(QAS)monomers on bacteria associated with oral infections[J].Journal of Oral Science.2008, 50(3):323-327
[11]	Tian B, Luan Z, Li M.Low-temperature synthesis of allyl dimethylamine by selective heating under microwave irradiation used for water treatment[J].Radiation Physics and Chemistry,2005, 73(6):328-333
[12]	Ali M M, Perzanowski H P, Ali S A.Polymerization of functionalized diallyl quaternary ammonium salt to poly(ampholyte-electrolyte)[J].Polymer,2000, 41(15):5591-5600
[13]	Xie Yu(谢瑜).Study on the synthesis and application of the antimicrobial silicone finishing agents.Xi’an:Shaanxi University of Science & Technology, 2008
[14]	Cheng Wenjing(程文静), Zheng Cheng(郑成), Mao Taoyan(毛桃嫣), Sun Baoxing(孙保兴).Microwave synthesis technique and properties of octadecylmethyldihydroxyethyl ammonium bromide[J].CIESC Journal(化工学报),2011,62(2):566-573
[15]	Zheng Cheng(郑成), Zhang Xinqiang(张新强), Wei Yunlu(卫云路), Mao Taoyan(毛桃嫣),Zhou Yongqiang(周勇强).Microwave synthesis, structure and properties of methyldihydroxyethylbenzyl ammonium chloride[J].CIESC Journal(化工学报),2009,60(1):244-253

Solvent free synthesis of methyl dihydroxyethyl allyl ammonium chloride

无溶剂合成甲基二羟乙基烯丙基氯化铵

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References 15

Related Articles 1

Recommended Articles

Metrics

Comments