季鳞盐型三相相转移催化剂的制备及其化学结构与相转移催化活性的关系

使用两种ω-氯代酰氯（氯乙酰氯与氯丁酰氯）对交联聚苯乙烯微球（CPS）进行Friedel-Crafts酰基化反应，使用1，4-二氯甲氧基丁烷对CPS微球进行氯甲基化反应，分别将可交换的氯引入CPS微球表面，制备了化学改性的CPS微球．然后使用三苯基膦对改性微球进行季鳞化反应，制备了间隔臂（spacerarm）长度不同的三种季鳞（QP）盐型三相相转移催化剂QP—CPS．考察了主要反应条件对制备过程的影响，并以氯化苄与乙酸钠合成乙酸苄酯的反应体系作为三相相转移催化的模型体系，初步考察了QP-CPS的相转移催化活性，探索了催化剂结构与相转移催化活性的关系．结果表明，季鳞盐的化学稳定性较差，在制备过程...

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Published inChinese journal of catalysis Vol. 31; no. 1; pp. 112 - 119
Main Author 王玲 高保娇 王世伟
Format Journal Article
LanguageChinese
Published 中北大学化学工程系,山西,太原,030051 2010
Subjects
三相相转移催化剂
乙酸苄酯
季鳞盐
相转移催化
聚苯乙烯
间隔臂
相转移催化
benzyl acetate
spacer ann
乙酸苄酯
quaternary phosphonium salt
聚苯乙烯
triphase catalyst
polystyrene
间隔臂
三相相转移催化剂
phase-transfer catalysis
季鳞盐
Online AccessGet full text
ISSN0253-9837
DOI10.3724/SP.J.1088.2010.90702

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Abstract 使用两种ω-氯代酰氯（氯乙酰氯与氯丁酰氯）对交联聚苯乙烯微球（CPS）进行Friedel-Crafts酰基化反应，使用1，4-二氯甲氧基丁烷对CPS微球进行氯甲基化反应，分别将可交换的氯引入CPS微球表面，制备了化学改性的CPS微球．然后使用三苯基膦对改性微球进行季鳞化反应，制备了间隔臂（spacerarm）长度不同的三种季鳞（QP）盐型三相相转移催化剂QP—CPS．考察了主要反应条件对制备过程的影响，并以氯化苄与乙酸钠合成乙酸苄酯的反应体系作为三相相转移催化的模型体系，初步考察了QP-CPS的相转移催化活性，探索了催化剂结构与相转移催化活性的关系．结果表明，季鳞盐的化学稳定性较差，在制备过程中需控制反应时间与温度，且宜选用极性较高的溶剂．季鳞盐型三相相转移催化剂QP-CPS对乙酸苄酯的合成具有较高的催化活性．在液-固-液之间可有效地实现反应物种乙酸根的转移．与季铵盐（QN）型三相相转移催化剂QN—CPS相比，季鳞盐型三相相转移催化剂QP-CPS具有更高的相转移催化活性．间隔臂越长，QP-CPS的相转移催化活性越高，QP-CPS的亲水和亲油性能对相转移催化活性也有很大的影响．
AbstractList O643; 使用两种ω-氯代酰氯(氯乙酰氯与氯丁酰氯)对交联聚苯乙烯微球(CPS)进行Friedel-Crafts酰基化反应,使用1,4-二氯甲氧基丁烷对CPS微球进行氯甲基化反应,分别将可交换的氯引入CPS微球表面,制备了化学改性的CPS微球.然后使用三苯基膦对改性微球进行季鏻化反应,制备了间隔臂(spacerarm)长度不同的三种季鳞(QP)盐型三相相转移催化剂QP-CPS.考察了主要反应条件对制备过程的影响,并以氯化苄与乙酸钠合成乙酸苄酯的反应体系作为三相相转移催化的模型体系,初步考察了QP-CPS的相转移催化活性,探索了催化剂结构与相转移催化活性的关系.结果表明,季鳞盐的化学稳定性较差,在制备过程中需控制反应时间与温度,且宜选用极性较高的溶剂.季鳞盐型三相相转移催化剂QP-CPS对乙酸苄酯的合成具有较高的催化活性,在液-固-液之间可有效地实现反应物种乙酸根的转移.与季铵盐(QN)型三相相转移催化剂QN-CPS相比,季鳞盐型三相相转移催化剂QP-CPS具有更高的相转移催化活性.间隔臂越长,QP-CPS的相转移催化活性越高,QP-CPS的亲水和亲油性能对相转移催化活性也有很大的影响.
使用两种ω-氯代酰氯（氯乙酰氯与氯丁酰氯）对交联聚苯乙烯微球（CPS）进行Friedel-Crafts酰基化反应，使用1，4-二氯甲氧基丁烷对CPS微球进行氯甲基化反应，分别将可交换的氯引入CPS微球表面，制备了化学改性的CPS微球．然后使用三苯基膦对改性微球进行季鳞化反应，制备了间隔臂（spacerarm）长度不同的三种季鳞（QP）盐型三相相转移催化剂QP—CPS．考察了主要反应条件对制备过程的影响，并以氯化苄与乙酸钠合成乙酸苄酯的反应体系作为三相相转移催化的模型体系，初步考察了QP-CPS的相转移催化活性，探索了催化剂结构与相转移催化活性的关系．结果表明，季鳞盐的化学稳定性较差，在制备过程中需控制反应时间与温度，且宜选用极性较高的溶剂．季鳞盐型三相相转移催化剂QP-CPS对乙酸苄酯的合成具有较高的催化活性．在液-固-液之间可有效地实现反应物种乙酸根的转移．与季铵盐（QN）型三相相转移催化剂QN—CPS相比，季鳞盐型三相相转移催化剂QP-CPS具有更高的相转移催化活性．间隔臂越长，QP-CPS的相转移催化活性越高，QP-CPS的亲水和亲油性能对相转移催化活性也有很大的影响．
Abstract_FL Friedel-Crafts acylation reaction of erosslinked polystyrene (CPS) microspheres was conducted using two kinds of ω-chloroacyl chloride as reagents, and chloromethylation reaction of CPS microspheres was performed using 1,4-dichloromethyoxybutane without car-cinogenic toxicity as reagent. By these reactions, exchangeable chlorine was introduced onto the surface of CPS microspheres and resulted in chemically modified CPS microspheres. Subsequently, the modified microspheres were transferred into quaternary phosphonium-type triphase catalysts via quaternary phosphonium (QP) reaction with triphenylphosphine. Three kinds of quaternary phosphonium-type triphase catalysts QP-CPS with different spacer arm lengths were obtained. The effects of main factors on quaternary phosphonium reaction were examined. The phase-transfer catalytic activity of the prepared triphase catalysts for esterification between benzyl chloride and sodium ace-tate was investigated. The results indicate that the stability of quaternary phosphonium is poor. The reaction temperature and time need to be controlled, and the solvent with higher polarity is adapted during synthesis. The prepared quaternary phosphonium-type triphase catalysts have higher activity for the synthesis of benzyl acetate, and the reaction species acetate ion can be effectively transferred between the liq-uid-solid-liquid phases. In comparison with quaternary ammonium-typo catalyst QN-CPS, the quaternary phosphonium-type triphase catalyst QP-CPS has higher catalytic activity. The catalyst QP-CPS with a longer spacer arm has higher catalytic activity. The hydrophilic and hy-drophobic properties of catalyst QP-CPS also greatly affect the phase-transfer catalytic activity.
Author 王玲 高保娇 王世伟
AuthorAffiliation 中北大学化学工程系,山西太原030051
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GAO Baojiao
WANG Shiwei
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Issue 1
Keywords 相转移催化
benzyl acetate
spacer ann
乙酸苄酯
quaternary phosphonium salt
聚苯乙烯
triphase catalyst
polystyrene
间隔臂
三相相转移催化剂
phase-transfer catalysis
季鳞盐
Language Chinese
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O643
benzyl acetate
quaternary phosphonium salt
triphase catalyst
polystyrene
phase-transfer catalysis; triphase catalyst; quaternary phosphonium salt; polystyrene; benzyl acetate; spacer arm
phase-transfer catalysis
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PublicationTitle Chinese journal of catalysis
PublicationTitleAlternate Chinese Journal of Catalysis
PublicationTitle_FL CHINESE JOURNAL OF CATALYSIS
PublicationYear 2010
Publisher 中北大学化学工程系,山西,太原,030051
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SubjectTerms 三相相转移催化剂
乙酸苄酯
季鳞盐
相转移催化
聚苯乙烯
间隔臂
Title 季鳞盐型三相相转移催化剂的制备及其化学结构与相转移催化活性的关系
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