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US 4,537,947 AGranted
Chain-extending functional polyimides by dipole reactions
AssigneeUniversity of Notre Dame du Lac
InventorGaetano F. D'Alelio
Life of this patent
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Abstract
Aromatic polyimides with various functional end-groups such as --CH.dbd.CH.sub.2, --C.tbd.CH, --CN and --CHO are chain-extended (molecular weight increased) by reacting the functional groups with aromatic bis-dipoles. A representative bis-dipole is 1,4-benzene-dinitrile oxide. These polyimides can be shaped and formed prior to chain extending. The aromatic polyimides appropriate for chain-extending are formed by the reaction of aromatic dianhydrides, aromatic amines and monoamines which contain the functional groups.
Claims26
A polymeric chain-extending process comprising:
- reacting one mole of a polyimide of the formula:
- ##STR22## wherein Ar' is a tetravalent aromatic organic radical, the four carbonyl groups being attached directly to separate carbon atoms and each pair of carbonyl groups being attached to adjacent carbon atoms in the Ar' radical,
- Ar is a divalent aromatic organic radical,
- R is a hydrocarbon radical of 1 to 12 carbon atoms, and
- n is a positive integer of at least one, and
- A is a radical selected from the group consisting of --CH.dbd.CHR.degree., --C.tbd.CR.degree., --CN, --CHO and --CH.dbd.NR" wherein R" is a monovalent aromatic organic radical of 6 to 12 carbon atoms and R.degree. is H or R, with at least 3/4 mole of an aromatic bis-dipole of the formula:
- Q--Ar--Q
- wherein
- Ar is as defined above and
- Q is selected from the group consisting of ##STR23## wherein R'" is an aliphatic or aromatic organic radical of 1 to 12 carbon atoms.
7 more elements
A polymeric chain-extending process comprising:
- reacting one mole of a polyimide of the formula:
- ##STR28## wherein Ar' is selected from the group consisting of ##STR29## and Ar is selected from the group consisting of ##STR30## and multiples thereof connected to each other by R.sup.IV, wherein R.sup.IV is alkylene of 1 to 3 carbon atoms, ##STR31## --O--, --S--, --CH.dbd.CH--, and --SO.sub.2 --, R is --CH.sub.2 -- or ##STR32## n is at least 1, and A is a radical selected from the group consisting of --CH.dbd.CH.sub.2, --CH.tbd.CH, --CN, --CHO and --CH.dbd.CR" wherein R" is a monovalent aromatic organic radical of 6 to 12 carbon atoms, with at least 3/4 mole of an aromatic bis-dipole of the formula:
- ##STR33## wherein Q is selected from the group consisting of ##STR34## wherein R'" is an aliphatic or aromatic organic radical of 1 to 12 carbon atoms.
Dependencies are inferred from the claim text.