Sugar-Functional Vinyl Addition Poly(norbornene)-Photopatternable Poly(norbornenyl gluconamide) Compositions Developed with Water

被引:5
作者
Smith, Steven [1 ,2 ]
Paudel, Liladhar [1 ]
Cyrus, Crystal [1 ,4 ]
Burgoon, Hugh [1 ]
Fujita, Kazuyoshi [1 ,3 ]
Thoresen, Jennifer [1 ]
Thomas, Kim [1 ]
Langsdorf, Leah [1 ]
Rhodes, Larry F. [1 ]
机构
[1] Promerus LLC, 9921 Brecksville Rd, Brecksville, OH 44141 USA
[2] Gabriel Performance Prod, Res, 725 State Rd, Ashtabula, OH 44004 USA
[3] Sumitomo Bakelite Co Ltd, Shinagawa Ku, 5-8 Higashi Shinagawa 2 Chome, Tokyo 1400002, Japan
[4] Lubrizol Corp, 9911 Brecksville Rd, Brecksville, OH 44141 USA
来源
ACS OMEGA | 2018年 / 3卷 / 03期
关键词
PHOSPHINE CARBOXYLATE COMPLEXES; CORRELATION NMR-SPECTROSCOPY; INSERTION POLYMERIZATION; NORBORNENE; RESOLUTION; PDCL2(TPPTS)(2); PHOTORESISTS; DERIVATIVES; COPOLYMERS; CATALYSTS;
D O I
10.1021/acsomega.8b00081
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The norbornenyl gluconamide (NBGA) monomer can be polymerized by a number of palladium catalysts to give water-soluble, vinyl addition poly(NBGA). Depending on the catalyst used, the reaction conditions, and the chain-transfer additives employed, high-molecular-weight polymers can be obtained. These polymers can be thermally cross-linked at ca. 190 degrees C or at ca. 150 degrees C when the difunctional glutaraldehyde is added. A photopatternable composition is formed by the addition of a water-soluble diazide when the poly(NBGA) molecular weight is sufficiently high. After image-wise exposure, negative-tone patterns are revealed by water development. A detailed analysis of NBGA monomer structures by high-resolution nuclear magnetic resonance techniques including pure shift is reported showing that two diastereomers of each endo-and exo-isomer are formed from the reaction of norbornene methylamine and delta-gluconolactone.
引用
收藏
页码:2909 / 2917
页数:9
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