Table 4: Solubility behavior and water contact angles of polyimides and copolyimides containing phenolic OH groups and these polyimides reacted with 12GA.

Solubilityc
Dianhydridea  
mol%
Diamine mol% 12GAb
mol%
NMPDMFDMAcDMSODMIm-
Cresol
THFCH2C12AcetoneHexaneCHCl3Ethyl
acetate

Cyclohexene-
DA
HABDDE
20800SSSSSSIPSIIPSI77.0
50500SSSSSSIPSIIPSI71.4
10000SSSSSSIIIIII87.6
208040SSSSSSIS IIPSI92.3
5050100PSSSS(h)SSIPSIIPSI100.3
1000200S(h)S(h)S(h)S(h)S(h)SIPSIIII100.1

6FDAHABDDE
20800SSSSSSSS IISI86.4
50500SSSSSSSS PSISI82.3
10000SSSSSSSPSS IPSI82.0
208040SSSPSSSSS IISI87.5
5050100SS(h)SPSSSSS PSIS I101.2
1000200SS(h)S(h)PSS(h)SSPSS IPSI104.8

DSDAHABDDE
20800PSPSPSPSPSPSIIIIII77.0
50500PSPSPSPSPSPSIIIIII76.2
10000SSSSSSIIIIII75.5
208040SPSPSS(h)SPSIIIIII95.9
5050100SPSPSS(h)SPSIIIIII94.5
1000200S(h)S(h)S(h)S(h)S(h)S(h)IIIIII101.3

aEquimolar amount of tetracarboxylic dianhydride was used to the total amount of diamines. bEquimolar amount of 12GA was used to the total amount of phenolic OH groups, and the reaction was proceeded using a equimolar amount of DCC as a catalyst. cThe qualitative solubility was determined in the 3 mL of solvent at 5 wt% concentration. S: soluble after standing at room temperature for 12 h; S(h): soluble after heating at 70°C for 12 h; PS: partially soluble after standing at heating at 70°C for 12 h; I: insoluble even after heating at 70°C for 12 h. dWater contact angles (deg) using contact angle meter (CA-D, Kyowa Interface Science Co., Ltd., Japan).