二苯乙烯苯酚聚氧乙烯醚(10)的合成工艺

doi:10.16085/j.issn.1000-6613.2017-0611

化工进展 ›› 2017, Vol. 36 ›› Issue (12): 4635-4640.DOI: 10.16085/j.issn.1000-6613.2017-0611

二苯乙烯苯酚聚氧乙烯醚(10)的合成工艺

高洪军¹, 陈世明¹, 金一丰^1,2, 糜泽峰¹

1 浙江皇马科技股份有限公司, 浙江上虞 312363;
2 浙江皇马表面活性剂研究有限公司, 浙江上虞 312363

收稿日期:2017-04-10 修回日期:2017-05-10 出版日期:2017-12-05 发布日期:2017-12-05
通讯作者: 金一丰,教授级高级工程师,从事表面活性剂与化纤油剂分析和研究。
作者简介:高洪军(1988-),男,助理研究员。E-mail:ghjxly@sina.com。

Synthetic process of diphenylethene phenol polyoxyethylene ether (10)

GAO Hongjun¹, CHEN Shiming¹, JIN Yifeng^1,2, MI Zefeng¹

1 Zhejiang Huangma Technology Co., Ltd., Shangyu 312363, Zhejiang, China;
2 Zhejiang Huangma Surfactant Research Co., Ltd., Shangyu 312363, Zhejiang, China

Received:2017-04-10 Revised:2017-05-10 Online:2017-12-05 Published:2017-12-05

摘要/Abstract

摘要： 目前二苯乙烯苯酚聚氧乙烯醚的合成工艺温度高，合成产品色泽深。为解决这一问题，本文介绍了苯乙烯和苯酚在催化剂H催化下生成二苯乙烯苯酚，以二苯乙烯苯酚和环氧乙烷为原料，三氟化硼乙醚络合物为催化剂制备二苯乙烯苯酚聚氧乙烯醚（10）。研究分析了催化剂、反应温度、反应时间等因素对产品性能的影响，结果表明：二苯乙烯苯酚的优选合成工艺为n（苯乙烯）∶n（苯酚）=2.05∶1，催化剂H用量（按苯酚质量计）为1.75%，反应温度100℃，反应时间4.5h。二苯乙烯苯酚聚氧乙烯醚的优选合成工艺为反应温度110～115℃，反应压力0.035MPa，催化剂用量（按物料总质量计）为0.02%。最终制备的聚醚产品色泽浅，分子量分布窄，目标组分二苯乙烯苯酚聚氧乙烯醚（10）的含量超过50%。

关键词: 二苯乙烯苯酚, 聚醚, 催化剂, 合成

Abstract: The main problems with current synthetic process of diphenylethene phenol polyoxyethylene ether were high temperatures and deep colors. To solve this problem,a new process was proposed that phenethylene reacted with phenol at the present of catalyst H and formed diphenylethene phenol,and diphenylethene phenol reacted with ethylene oxide at the present of boron trifluoride ether complex and formed diphenylethene phenol polyoxyethylene ether. The effects of catalyst,reaction temperature,reaction time,and other factors on the performance of diphenylethene phenol polyoxyethylene ether were discussed. The optimal process conditions of diphenylethene phenol were that the mole ratio n(phenethylene):n(phenol)=2.05:1,reaction temperature 100℃,reaction time 4.5h,dosage of catalyst H 1.75% based on mass of phenol. And the optimal process conditions of diphenylethene phenol polyoxyethylene ether were that reaction temperature 110-115℃,reaction pressure 0.035MPa,dosage of boron trifluoride ether complex 0.020% based on mass of material. Ultimately,the polyether had the characteristics of low color,narrow distribution of molecular weight,and the content of diphenylethene phenol polyoxyethylene ether(10) was over 50%.

Key words: diphenylethene phenol, polyether, catalyst, synthesis

中图分类号:

TQ317

高洪军, 陈世明, 金一丰, 糜泽峰. 二苯乙烯苯酚聚氧乙烯醚(10)的合成工艺[J]. 化工进展, 2017, 36(12): 4635-4640.

GAO Hongjun, CHEN Shiming, JIN Yifeng, MI Zefeng. Synthetic process of diphenylethene phenol polyoxyethylene ether (10)[J]. Chemical Industry and Engineering Progress, 2017, 36(12): 4635-4640.

参考文献

[1] 王德堂,夏先伟,王峰. 防老剂SP的生产及应用[J]. 广东化工,2013,40(11):48-49. WANG D T,XIA X W,WANG F. The production and application of actioxidant SP[J]. Guangdong Chemical Industry,2013,40(11):48-49.
[2] 由君,刘波,段聪文,等. 4-枯基酚与2,4-二枯基酚联产工艺[J]. 化工学报,2012,63(5):1429-1436. YOU J,LIU B,DUAN C W,et al. Process for co-production of 4-cumylphenol and 2,4-dicumylphenol[J]. CIESC Journal,2012,63(5):1429-1436.
[3] 兀新养,邹忠良,黄捷. 矿物质催化合成SP及SP-C[J]. 应用化工,1997(3):19-21. WU X Y,ZHOU Z L,HUANG J. Mineral catalyzed to synthesizing SP and SP-C[J]. Applied Chemical Industry,1997(3):19-21.
[4] 沈之芹,王芳. α-甲基苯乙烯与苯酚的烷基化反应研究[J]. 合成化学,2006,14(2):196-199. SHEN Z Q,WANG F. Study on the aryl-alkylation of phenol with α-methylstyrene[J]. Chinese Journal of Synthetic Chemistry,2006,14(2):196-199.
[5] XU R,BELHAROUAK I,LI J C M,et al. Role of polysulfides in self-healing lithium-sulfur batteries[J]. Advanced Energy Materials,2013,3(7):833-838.
[6] ZHANG C,LV W,ZHANG W,et al. Reduction of graphene oxide by hydrogen sulfide:a promising strategy for pollutant control and as an electrode for LI-s batteries[J]. Advanced Energy Materials,2014,4(7):175-182.
[7] 张金龙,陈墨雨. 苯乙烯化苯酚的合成研究[J]. 精细石油化工进展,2009,10(1):51-54. ZHANG J L,CHEN M Y. Synthesis of styrenated phenol[J]. Advances in Fine Petrochemicals,2009,10(1):51-54.
[8] 姜永波,邵玉昌,杨锦宗,等. 2,4-二枯基酚的合成研究[J]. 精细化工,2002,19(4):217-220. JIANG Y B,SHAO Y C,YANG J Z. Preparation of 2,4-di-(1-phenylisopropyl)phenol[J]. Fine Chemicals,2002,19(4):217-220.
[9] STEVENSON D R,NGUYEN D N,MCROWE A W. Hydrolytically stable pentaerythritol diphosphies:WO9417082[P]. 1994-08-04.
[10] ZHANG S S,TRAN D T. How a gel polymer electrolyte affects performance of lithium/sulfur batteries[J]. Electrochimica Acta,2013,114:296-302.
[11] 毛培坤,陈夫宜. α-甲基苄基酚聚氧乙烯醚(α-二甲基苄基酚聚氧乙烯醚)的研制[J]. 日用化学工业,1995(5):9-13. MAO P S,CHEN F Y. Preparation of α-methylbenzyl phenol polyoxyethylene ether (α-dimethylbenzyl phenol polyoxyethylene ether)[J]. China Surfactant Detergent & Cosmetics,1995(5):9-13.
[12] 陈世明,金一丰,高洪军,等. 聚羧酸减水剂的常温合成工艺[J]. 化工进展,2016,35(11):3645-3649. CHEN S M,JIN Y F,GAO H J,et al. Synthesis process of polycarboxylic water reducer at ambient temperature[J]. Chemical Industry and Engineering Progress,2016,35(11):3645-3649.
[13] 万庆梅,王胜利,刘志湘. 硫酸氢钠催化合成三苯乙烯苯酚聚氧乙烯醚油酸酯[J]. 应用化工,2014,44(6):1026-1028. WAN Q M,WANG S L,LIU Z X. Synthesis of tristyrylphenol polyoxyethylene ether oleate by sodium bisulfate[J]. Applied Chemical Industry,2014,44(6):1026-1028.
[14] 张凯,张纯希,王卫红. 苯乙烯化苯酚聚氧乙烯醚组成结构鉴定[J]. 辽宁化工,1995(6):52-53. ZHANG K,ZHANG C X,WANG W H. Identification of the styrenated phenol polyoxyethylene ether structure[J]. Liaoning Chemical Industry,1995(6):52-53.
[15] 张云川,卢洪. α-甲基苄基酚聚氧乙烯醚的结构分析[J]. 日用化学工业,1996(6):42-43. ZHANG Y C,LU H. Analysis of α-methylbenzyl phenol polyoxyethylene ether structure[J]. China Surfactant Detergent & Cosmetics,1996(6):42-43.

二苯乙烯苯酚聚氧乙烯醚(10)的合成工艺

Synthetic process of diphenylethene phenol polyoxyethylene ether (10)

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	张明焱, 刘燕, 张雪婷, 刘亚科, 李从举, 张秀玲. 非贵金属双功能催化剂在锌空气电池研究进展[J]. 化工进展, 2023, 42(S1): 276-286.
[2]	时永兴, 林刚, 孙晓航, 蒋韦庚, 乔大伟, 颜彬航. 二氧化碳加氢制甲醇过程中铜基催化剂活性位点研究进展[J]. 化工进展, 2023, 42(S1): 287-298.
[3]	谢璐垚, 陈崧哲, 王来军, 张平. 用于SO₂去极化电解制氢的铂基催化剂[J]. 化工进展, 2023, 42(S1): 299-309.
[4]	杨霞珍, 彭伊凡, 刘化章, 霍超. 熔铁催化剂活性相的调控及其费托反应性能[J]. 化工进展, 2023, 42(S1): 310-318.
[5]	赵巍, 赵德银, 李世瀚, 刘洪达, 孙进, 郭艳秋. 三嗪型天然气管道缓蚀型减阻剂合成与应用[J]. 化工进展, 2023, 42(S1): 391-399.
[6]	王正坤, 黎四芳. 双子表面活性剂癸炔二醇的绿色合成[J]. 化工进展, 2023, 42(S1): 400-410.
[7]	王乐乐, 杨万荣, 姚燕, 刘涛, 何川, 刘逍, 苏胜, 孔凡海, 朱仓海, 向军. SCR脱硝催化剂掺废特性及性能影响[J]. 化工进展, 2023, 42(S1): 489-497.
[8]	邓丽萍, 时好雨, 刘霄龙, 陈瑶姬, 严晶颖. 非贵金属改性钒钛基催化剂NH₃-SCR脱硝协同控制VOCs[J]. 化工进展, 2023, 42(S1): 542-548.
[9]	程涛, 崔瑞利, 宋俊男, 张天琪, 张耘赫, 梁世杰, 朴实. 渣油加氢装置杂质沉积规律与压降升高机理分析[J]. 化工进展, 2023, 42(9): 4616-4627.
[10]	王鹏, 史会兵, 赵德明, 冯保林, 陈倩, 杨妲. 过渡金属催化氯代物的羰基化反应研究进展[J]. 化工进展, 2023, 42(9): 4649-4666.
[11]	张启, 赵红, 荣峻峰. 质子交换膜燃料电池中氧还原反应抗毒性电催化剂研究进展[J]. 化工进展, 2023, 42(9): 4677-4691.
[12]	王伟涛, 鲍婷玉, 姜旭禄, 何珍红, 王宽, 杨阳, 刘昭铁. 醛酮树脂基非金属催化剂催化氧气氧化苯制备苯酚[J]. 化工进展, 2023, 42(9): 4706-4715.
[13]	葛亚粉, 孙宇, 肖鹏, 刘琦, 刘波, 孙成蓥, 巩雁军. 分子筛去除VOCs的研究进展[J]. 化工进展, 2023, 42(9): 4716-4730.
[14]	吴海波, 王希仑, 方岩雄, 纪红兵. 3D打印催化材料开发与应用进展[J]. 化工进展, 2023, 42(8): 3956-3964.
[15]	向阳, 黄寻, 魏子栋. 电催化有机合成反应的活性和选择性调控研究进展[J]. 化工进展, 2023, 42(8): 4005-4014.