Synthesis of cycloaliphatic epoxy-silicone oligomer with high refractive index

doi:10.3969/j.issn.0438-1157.2012.z2.014

CIESC Journal ›› 2012, Vol. 63 ›› Issue (S2): 76-79.DOI: 10.3969/j.issn.0438-1157.2012.z2.014

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Synthesis of cycloaliphatic epoxy-silicone oligomer with high refractive index

ZHANG Xianshun, YE Hui, WANG Tao

Department of Organic Chemistry, College of Science, Beijing University of Chemical Technology, Beijing 100029, China

Received:2012-09-23 Revised:2012-10-08 Online:2012-12-28 Published:2012-12-28
Supported by:
supported by the High-tech Research and Development Program of China(2011AA03A109).

高折射率脂环型环氧有机硅预聚体的合成

张贤顺, 叶辉, 王涛

北京化工大学理学院有机化学系, 北京 100029

通讯作者: 王涛
作者简介:张贤顺(1985-),男,硕士研究生。
基金资助:
国家高技术研究发展计划项目(2011AA03A109)。

Abstract

Abstract: Cycloaliphatic epoxy-silicone oligomer(Ep-Cz-SiO)with 1.577 of refrative index was synthesized via sequential hydrosilylation reactions of methylhydrogen silicone oil by attaching first N-allyl carbazole,followed by 4-vinyl-1-cyclohexene-1,2-epoxide in the presence of Lamoreaux catalyst.Ep-Cz-SiO was characterized by ¹H NMR and IR.The refractive index of the obtained monomer were measured and the results showed that the carbazole ring can improve RIs.Thermal analysis showed that Ep-Cz-SiO had better thermal stability than methylhydrogen silicone oil.

Key words: cycloaliphatic epoxy-silicone, hydrosilylation, carbazole, synthesis, refractive index

摘要： 以高含氢硅油(甲基氢硅油)为原料,在Lamoreaux催化剂作用下,先与N-烯丙基咔唑进行硅氢加成反应,再与4-乙烯基环氧环己烷反应,合成了折射率达1.577的脂环型环氧有机硅预聚体(Ep-Cz-SiO)。Ep-Cz-SiO的结构由¹H NMR和IR表征,并确定了分子中咔唑基团的含量。咔唑基团的引入显著提高了环氧有机硅预聚体的折射率。热重分析表明,所制备的带有咔唑基团的脂环族环氧有机硅预聚体的热稳定性高于含氢硅油原料。

关键词: 脂环族环氧有机硅, 硅氢加成, 咔唑, 合成, 折射率

CLC Number:

TQ323.5

ZHANG Xianshun, YE Hui, WANG Tao. Synthesis of cycloaliphatic epoxy-silicone oligomer with high refractive index[J]. CIESC Journal, 2012, 63(S2): 76-79.

张贤顺, 叶辉, 王涛. 高折射率脂环型环氧有机硅预聚体的合成[J]. 化工学报, 2012, 63(S2): 76-79.

References 10

[1]	Li Hsun-Tien,Hsu Chia-Wen,Chen Kai-Chi.Enhancement of light efficiency of LED using a novel high refractive encapsulant//2008 Electronic Components and Technology Conference [C].Florida,USA:The Institute of Electrical and Electronics Engineers,Inc.,2008:1926-1930
[2]	Chen Zhidong(陈智栋),Deng Xueshuang(邓雪爽),Peng Yinbo(彭银波),Jin Xiaofeng(金小凤),Xu Juan(许娟).Preparation of highly refractive silicone resin used in the package of light emitting diode(LED)[J].New Chemical Materials(化工新型材料),2010,11:49-52
[3]	Liu Jingang,Mitsuru Ueda.High refractive index polymers:fundamental research and practical applications[J].J. Mater. Chem.,2009,19:8907-8919
[4]	Cui Zhanchen(崔占臣).Preparation and property studies of new type sulfur-containing optical resins with high refractive index [D].Changchun:Jilin University,2000
[5]	Zhang Bin(张斌),Liu Weiqu(刘伟区).Epoxy resin modified by organic silicon[J].New Chemical Materials(化工新型材料),2001,29(8):12-16
[6]	Feng Shengyu(冯圣玉),Zhang Jie(张洁),Li Meijiang(李美江),Zhu Qingzeng(朱庆增).Organosilicon Polymer and Its Application(有机硅高分子及其应用)[M].Beijing:Chemical Industry Press,2004:168-169
[7]	Wei Jie(魏杰),Jin Yangzhi(金养智).Photocurable Coatings(光固化涂料)[M].Beijing:Chemical Industry Press,2004:52-59,138-141
[8]	Kim Joon-Soo,Yang SeungCheol,Bae Byeong-Soo. Thermally stable transparent sol-gel based siloxane hybrid material with high refractive index for light emitting diode(LED)encapsulation[J].Chem. Mater.,2010,22:3549-3555
[9]	Lamoreaux Harry F,Schenectadey N Y.Organosilicon process using a chloroplatinic acid reaction product as the catalyst:US,3220972.1965-11-30
[10]	Wu Zhigao(吴志高),Li Shirong(李世荣),Lu Juncai(卢军彩).Improved method for determining epoxy value[J].Journal of Wuhan Institute of Chemical Technology(武汉化工学院学报),2006,28(1):5-7

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Synthesis of cycloaliphatic epoxy-silicone oligomer with high refractive index

高折射率脂环型环氧有机硅预聚体的合成

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