磺酸肟酯类光产酸剂的制备及性能研究

doi:10.7517/j.issn.1674-0475.2013.04.007

影像科学与光化学 ›› 2013, Vol. 31 ›› Issue (4): 305-315.DOI: 10.7517/j.issn.1674-0475.2013.04.007

磺酸肟酯类光产酸剂的制备及性能研究

解晓艳^1,2, 庞玉莲³, 肖时卓¹, 杨丽¹, 邹应全³, 陈萍¹, 周树云¹

1. 中国科学院理化技术研究所光化学转换与功能材料重点实验室, 北京 100190;
2. 中国科学院大学, 北京 100049;
3. 北京师范大学化学学院, 北京 100875

收稿日期:2013-02-25 修回日期:2013-05-09 出版日期:2013-07-15 发布日期:2013-07-15
通讯作者: 周树云, E-mail:zhou_shuyun@mail.ipc.ac.cn;邹应全,E-mail:zouyq@263.net.
作者简介:解晓艳(1988- )女,主要研究方向为信息记录材料

Study on the Preparation and Properties of Oxime Sulfonates Photoacid Generator

XIE Xiao-yan^1,2, PANG Yu-lian³, XIAO Shi-zhuo¹, YANG Li¹, ZOU Ying-quan³, CHEN Ping¹, ZHOU Shu-yun¹

1. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China;
2. University of Chinese Academy of Sciences, Beijing 100049, P.R. China;
3. Beijing Normal University, College of Chemistry, Beijing 100875, P. R. China

Received:2013-02-25 Revised:2013-05-09 Online:2013-07-15 Published:2013-07-15

摘要/Abstract

摘要：

本文合成了4种磺酸肟酯类非离子型光产酸剂,用核磁氢谱确认了产物结构,并测试了其热稳定性、紫外吸收特性及产酸效率.结果表明,合成的4种磺酸肟酯类光产酸剂在350—450 nm和深紫外区(DUV,248 nm)都有很好的吸收,在420 nm波段曝光下,(5-对三氟甲基苯磺酸酯亚胺-5H-噻吩-2-亚胺)-苯乙腈(P-2)产酸率最高,可达0.96;(5-对甲基苯磺酸酯亚胺-5H-噻吩-2-亚胺)-苯乙腈(P-1)在365 nm和420 nm两个波段下,均有较高的产酸率.利用实时红外(RT-IR)研究了相同浓度下4种光产酸剂对乙烯基醚化合物引发的光聚合动力学,同时研究了光产酸剂浓度对光聚合反应的影响,发现产酸剂浓度为2%时,光照30 s乙烯基醚化合物的双键转化率(DC%)即能达到80%.

关键词: 非离子型光产酸剂, 磺酸肟酯, 产酸率, 实时红外

Abstract:

A new class of oxime sulfonates type photo-acid generators (PAGs) which are non-ionic and halogen-free was reported here. The structures of the four PAGs were characterized by ¹HNMR and their thermal stability, UV absorption properties, and acid generation efficiency were investigated in detail. The results showed that the all four PAGs displayed excellent absorption at the DUV region of 248 nm as well as the region of 350—450 nm. Exposure at 420 nm, P-2 exhibited the highest acid-forming performance with the efficiency up to 0.96. P-1 showed high acid productivity when exposed at both 365 and 420 nm. The photo-polymerization kinetics of vinyl ether initiating by the four PAGs with the same concentration were monitored by real-time infrared spectroscopy (RT-IR). At the same time, the influence of the concentration of photo-acid generator on photo-polymerization was also discussed. The RT-IR results indicated that the double bond conversion (DC%) rate of vinyl ether could reach 80% upon exposure of 30 s with a concentration of 2% for the four photo-acid generators.

Key words: non-ionic photo-acid generator, oxime sulfonates, acid-productivity, RT-IR

中图分类号:

解晓艳, 庞玉莲, 肖时卓, 杨丽, 邹应全, 陈萍, 周树云. 磺酸肟酯类光产酸剂的制备及性能研究[J]. 影像科学与光化学, 2013, 31(4): 305-315.

XIE Xiao-yan, PANG Yu-lian, XIAO Shi-zhuo, YANG Li, ZOU Ying-quan, CHEN Ping, ZHOU Shu-yun. Study on the Preparation and Properties of Oxime Sulfonates Photoacid Generator[J]. Imaging Science and Photochemistry, 2013, 31(4): 305-315.

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磺酸肟酯类光产酸剂的制备及性能研究

Study on the Preparation and Properties of Oxime Sulfonates Photoacid Generator

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