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环氧化丁基橡胶的合成与表征
Synthesis and Characterization of Epoxidized Butyl Rubber
- 高分子学报 2022年53卷第2期 页码：185-192
- 作者机构：
1.北京化工大学 北京市新型高分子材料制备与加工重点实验室 北京 100029
2.黄河三角洲京博化工研究院有限公司 滨州 256600
3.山东京博中聚新材料有限公司 滨州 256600
- 作者简介：
E-mail: shiyan@mail.buct.edu.cn
zhanglq@mail.buct.edu.cn
- 基金信息：
DOI：10.11777/j.issn1000-3304.2021.21202
中图分类号：纸质出版日期：2022-02-20，
网络出版日期：2021-12-13，
收稿日期：2021-08-18，
修回日期：2021-10-29，
- 稿件说明：
移动端阅览
吴君,崔百川,王岩等.环氧化丁基橡胶的合成与表征[J].高分子学报,2022,53(02):185-192.
Wu Jun,Cui Bai-chuan,Wang Yan,et al.Synthesis and Characterization of Epoxidized Butyl Rubber[J].ACTA POLYMERICA SINICA,2022,53(02):185-192.
吴君,崔百川,王岩等.环氧化丁基橡胶的合成与表征[J].高分子学报,2022,53(02):185-192. DOI： 10.11777/j.issn1000-3304.2021.21202.
Wu Jun,Cui Bai-chuan,Wang Yan,et al.Synthesis and Characterization of Epoxidized Butyl Rubber[J].ACTA POLYMERICA SINICA,2022,53(02):185-192. DOI： 10.11777/j.issn1000-3304.2021.21202.
摘要
以正己烷为溶剂、间氯过氧苯甲酸(mCPBA)为环氧化试剂对丁基橡胶(IIR)进行环氧化改性研究，考察了原料配比、反应温度、胶液浓度等反应条件对环氧化反应的影响，并对反应过程中发生的副反应进行了探究. 采用核磁共振氢谱(
1
H-NMR)对合成的环氧化丁基橡胶(EIIR)的结构进行了表征，并对环氧化度进行了定量计算. 确定了最优的反应条件：胶液浓度为15%、双键与mCPBA的摩尔比为1∶1.1、40~45 ℃下反应45 min，之后用NaOH水溶液洗涤除酸，能够实现IIR中异戊二烯单元的完全环氧化，且无副反应. 利用示差扫描量热仪(DSC)和热重分析仪(TGA)表征了EIIR的热性能，改性后IIR的玻璃化转变温度(
T
g
)和热分解温度均有小幅度提高. 此外，EIIR还具有十分良好的储存稳定性.
Abstract
The epoxidation of rubber is an effective way to improve the oil resistance
gas permeability and other properties of the modified product. Although extensive research has been carried out on the epoxidation of natural rubber and other unsaturated rubber
few studies focused on the epoxidation of butyl rubber (IIR) and the possible side reaction of the epoxy group in the epoxidized IIR (EIIR). In this study
the epoxidation of IIR was invesitigated in detail for the first time
and the basic properties of the obtained epoxidized IIR were characterized. The epoxidation of IIR was carried out in
n
-hexane employing m-chloroperoxybenzoic acid (mCPBA) as the epoxidation reagent. The effects of the ratio of raw materials
reaction temperature
and the concentration of IIR solution
on the epoxidation reaction were investigated systematically. The structure of EIIR was characterized and the degree of epoxidation was calculated quantitatively by
1
H-NMR spectra. The optimal conditions for the synthesis of EIIR with complete epoxidation and without side-reaction were determined: 15% IIR solution with 1.1 times of mCPBA relative to double bond reacted at 40-45
o
C for 45 min
and then the solution was washed with NaOH aqueous solution to remove the formed acid. Furthermore
the side reaction that occurred during the epoxidation reaction and post-treament procedure was affirmed through the comparison with model compound reaction and
the side reaction in the epoxidation of IIR by hydrogen peroxide/formic acid. The ring-opening reaction of the epoxy group
via
hydrolysis is the main form in EIIR
which is different from those in ENR. The epoxidation of IIR lead to slight increase of
T
g
and thermal decomposition temperature
as evaluated by the results of DSC and TGA. Finally
the solubility and epoxy-group content analysis showed that EIIR possesses excellent strorage stability.
关键词
丁基橡胶环氧化间氯过氧苯甲酸开环反应
Keywords
Butyl rubberEpoxidationm-Chloroperoxybenzoic acidRing-opening reaction
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