Soluble Polyimides Bearing Long-Chain Alkyl Groups on Their Side Chain via Polymer Reaction

Table 2

Polyimides and copolyimides obtained from the polymer reaction of polyimides containing phenolic OH groups and 12GA.

Tetracarboxylic dianhydride^a	Diamine		12GA^b	Solubility	𝜂^cinh	Molecular Weight^d			Conversion^e
	mol%		mol%	in NMP	dLg^−1	Mn	Mw	Mw/Mn	%
Cyclohexene-DA	HAB	DDE
	20	80	40	Soluble	0.14	15400	30800	2.0	98.7
	50	50	100	Soluble	0.11	17200	34200	2.0	57.9
	100	0	200	PS^f		24100^g	64800^g	2.7^g	49.1
6FDA	HAB	DDE
	20	80	40	Soluble	0.61	51800	110000	2.0	66.4
	50	50	100	Soluble	0.45	31400	70700	2.2	23.0
	100	0	200	PS^f		36800^g	74400^g	2.0^g	12.2
DSDA	HAB	DDE
	20	80	40	Soluble	0.30	17100	37500	2.2	94.4
	50	50	100	Soluble	0.35	23700	61700	2.6	78.3
	100	0	200	PS^f		77100^g	155400^g	2.0^g	64.7

^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. ^cMeasured at 0.5 g dL⁻¹ in NMP at 30°C. ^dDetermined by SEC in NMP containing 10 mM LiBr calibrated with a series of polystyrenes as a standard. ^eCaluculated from the intensity ratio of long-chain alkyl groups and aromatic protons. ^fPartially soluble. ^gData of soluble parts in NMP.