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Photo-Initiated Formation of Amino Groups in Polymer Matrices and Its Applications to Functional Polymers

聚合物基体中氨基的光引发形成及其在功能聚合物中的应用

基本信息

批准号：
63550690
负责人：
TSUNOOKA Masahiro
金额：
$ 1.22万
依托单位：
University of Osaka Prefecture
依托单位国家：
日本
项目类别：
Grant-in-Aid for General Scientific Research (C)
财政年份：
1988
资助国家：
日本
起止时间：
1988 至 1989
项目状态：
已结题

项目摘要

The photo-initiated formation of amino groups in polymer matrices and its applications to functional polymers were investigated. Copolymers bearing pendent acyloxyimino(AOI) groups used in this study were O-acryloyl acetophenone oxime(AAPO) or O-methacryloyl acetophenone oxime(HAAPO) with styrene(St) or methyl methacrylate(MMA). An yield of formation of amino groups in the photolysis of a AAPO(26.3)-St copolymer film was 69.9% and double bonds were also formed in a 28.0% yield. The yield of amino groups did not depend on comonomers, irradiation wavelengths, and irradiation atmosphere but depended on the amount of AOI groups in copolymers i.e., the yield for a homopolymer of AAPO decreased to 25%. In the case of MAAPO(28.3)-St copolymer films, the yield of amino groups under nitrogen was 21.5% but a total amount of double bonds was 62.7%, which consisted of double bonds in main-chains and vinylidene-type double bonds. Under air, the yield of amino groups did not changed but the yield of … More donds bondrdecreased to 30.2% and at the same time main-chain scissions occurred. Applications of the AAPO copolymers to functional polymers were also investigated. The treatment of irradiated AAPO copolymer films with an aqueous HC1 solution rendered the copolymer surface hydrophilic and the films dyed well with an acid dye. Before irradiation, the copolymers dissolved in non-polar solvents such as benzene and toluene but the films treated with HC1 after irradiation dissolved in polar solvents such as ethanol and methanol. On the basis of these results, the applications of AAPO copolymers to dual-tone photoresists were investigated and it was proved that these copolymers have excellent properties as a positive-type photoresist. In the case of MAAPO copolymers, although the yield of amino group formation was lower compared with that of AAPO copolymers, efficient main-chain scissions were observed and the rate of the main-chain scissions was found to be accelerated by an increase in the content of AOI groups and irradiation time. This result was explained by a lowering of glass transition temperature of irradiated copolymers. Less

研究了光引发聚合物基质中氨基的形成及其在功能聚合物中的应用。本研究使用的含悬垂酰基氧亚胺（AOI）基团的共聚物是o -丙烯酰苯乙酮肟（AAPO）或o -甲基丙烯酰苯乙酮肟（HAAPO）与苯乙烯（St）或甲基丙烯酸甲酯（MMA）的共聚物。AAPO(26.3)-St共聚物膜光解形成氨基的收率为69.9%，形成双键的收率为28.0%。氨基酸的产率与共聚单体、辐照波长和辐照气氛无关，而与共聚物中AOI基团的数量有关，即AAPO均聚物的产率降至25%。在MAAPO(28.3)-St共聚物薄膜中，氨基在氮下的产率为21.5%，但双键的总数量为62.7%，主要由主链双键和偏乙烯型双键组成。在空气作用下，氨基的产率没有变化，但多键的产率下降到30.2%，同时发生主链断裂。研究了AAPO共聚物在功能聚合物中的应用。用HC1水溶液处理辐照过的AAPO共聚物膜，使共聚物表面亲水，并用酸性染料很好地染色。辐照前共聚物溶解于苯、甲苯等非极性溶剂中，辐照后经HC1处理的膜溶解于乙醇、甲醇等极性溶剂中。在此基础上，研究了AAPO共聚物在双色光阻剂中的应用，证明了该共聚物作为正型光阻剂具有优异的性能。在MAAPO共聚物中，虽然氨基生成率低于AAPO共聚物，但可以观察到有效的主链剪切，并且发现随着AOI基团含量的增加和辐照时间的增加，主链剪切的速度加快。这一结果可以通过降低辐照共聚物的玻璃化转变温度来解释。少