EP0163518A2
Expired / Lapsed
EP
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Improved polyamide acids, polyimides, poly(esterimides)
Assignee: National Starch and Chemical Investment Holding Corp
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Filing: 1985-05-29
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Granted: —
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Expires: 2005-05-29
Abstract
Abstract Aromatic or aliphatic dianhydrides and/or acid anhydrides are reacted with aromatic diamines of formula (a) alone or in combination with other diamines to produce polyimides, polyamide acids, poly(amide-imides), poly(amide-amide acids), poly(esterimides) or poly)esteramide acids). These polymers are thermoplastic in nature and have improved processing characteristics and thermal stability. The polymers may be prepared by either melt or solution polymerization techniques. wherein R 1 , R 2 and R 3 each independently is hydrogen, halogen or unsubstituted or substituted hydrocarbyl, X 1 and X 2 each independently is substituted or unsubstituted branched, linear or cyclic alkylene or alkenylene of 1 to about 30 carbon atoms, -S-, or -O- with the proviso that X, or X 2 and may not both concurrently be -S- or -0-. n, n' and n" each independently is an integer of 1 to 4.
Inventors
- 👤 Abe Berger
- 👤 Rohitkumar H. Vora
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-30 13:39
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08G63/52; C08G63/54; C08G73/00; C08G73/06; C08G73/10; C08G73/14; C08G73/1046; C08G73/1057; C08G73/1064; C08G73/16
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
117 words
A polyimide, poly(amide-imide), poly(esterimide) polyamide acid, poly(amide-amide acid) or poly(esteramide acid) composition which contains at least about 10 mole percent of the reaction product of an aromatic or aliphatic dianhydride or acid anhydride and an aromatic diamine having the formula wherein R 1 , R 2 and R 3 each independently is hydrogen, halogen or unsubstituted or substituted hydrocarbyl, X 1 and X 2 each independently is substituted or unsubstituted branched, linear or cyclic alkylene or alkenylene of 1 to about 30 carbon atoms, -S-, or -0- with the proviso that X1 or X 2 and may not both concurrently be -S- or -0-. n, n' and n" each independently is an integer of 1 to 4.
Claim 2
Dependent Claim
117 words
A polyimide, poly(amide-imide), poly(esterimide) polyamide acid, poly(amide-amide acid) or poly(esteramide acid) composition which contains at least about 10 mole percent of the reaction product of an aromatic or aliphatic dianhydride or acid anhydride and an aromatic diamine having the formula wherein R 1 , R 2 and R 3 each independently is hydrogen, halogen or unsubstituted or substituted hydrocarbyl, X 1 and X 2 each independently is substituted or unsubstituted branched, linear or cyclic alkylene or alkenylene of 1 to about 30 carbon atoms, -S-, or -0- with the proviso that X1 or X 2 and may not both concurrently be -S- or -0-. n, n' and n" each independently is an integer of 1 to 4.
Claim 3
Dependent Claim
80 words
The composition of claim 1 which contains at least about 10 mole percent of a residue of the formula or mixtures thereof, and at least about 10 mole percent of a residue having the formula or or mixtures thereof, wherein A is a tetravalent radical derived from a substituted or unsubstituted aromatic or aliphatic dianhydride and A' is a trivalent radical derived from a substituted or unsubstituted aromatic or aliphatic acid anhydride, and R is an alkylene or arylene radical.
Claim 4
Dependent Claim
76 words
The composition of claim 2 wherein the composition has recurring structural units of the general formulae: or mixtures thereof, wherein k, k', k", k"', k"" and k"" are positive integers of one or more and represent the number of different polymer blocks in said polymer; and r, r', r", r"', r'''' and r""' are the same or different integers greater than 1 and represent the number of times the units are repeated in the polymer chain.
Claim 5
Dependent Claim
16 words
The composition of claim 3 comprising a polyimide having recurring structural units of the general formula
Claim 6
Dependent Claim
99 words
The composition of claim 4 which contains up to about 90 mole percent intercondensed structural units of the formula wherein B is a divalent radical derived from a diamine having the general formula H 2 N-B-NH 2 , wherein B is an aliphatic or cycloaliphatic group of 2 to about 20 carbon atoms, heterocyclic group of 6 to about 20 carbon atoms, polyoxyalkylene group of from 4 to about 500 carbon atoms, aromatic group of 6 to about 40 carbon atoms, or is derived from a bis(aminofunctional) polysiloxane and combinations thereof; and s is an integer greater than 1.
Claim 7
Dependent Claim
21 words
The composition of claim 3 wherein A is a tetravalent benzene or naphthalene nucleus or a substituted tetravalent group of formula
Claim 8
Dependent Claim
94 words
or wherein m is 0 or 1; E is where R is substituted or unsubstituted linear or branched alkylene or arylene of 1 to 30 carbon atoms, or substituted or unsubstituted linear, branched, or cyclic, alkylene of 1 to about 30 carbon atoms, or alkenylene of 2 to about 30 carbon atoms; G is phenylene or a substituted or unsubstituted group of formula ; and X 3 and X 4 each independently is substituted linear or branched, alkylene of 1 to about 30 carbon atoms or alkenylene of 2 to about 30 carbon atoms.
Claim 9
Dependent Claim
94 words
or wherein m is 0 or 1; E is where R is substituted or unsubstituted linear or branched alkylene or arylene of 1 to 30 carbon atoms, or substituted or unsubstituted linear, branched, or cyclic, alkylene of 1 to about 30 carbon atoms, or alkenylene of 2 to about 30 carbon atoms; G is phenylene or a substituted or unsubstituted group of formula ; and X 3 and X 4 each independently is substituted linear or branched, alkylene of 1 to about 30 carbon atoms or alkenylene of 2 to about 30 carbon atoms.
Claim 10
Dependent Claim
57 words
The composition according to claim 5 wherein B is substituted or unsubstituted phenylene, diphenylene, naphthylene or a group of the formula wherein m is 0 or 1; E' is or substituted or unsubstituted branched or linear alkylene of 1 to about 30 carbon atoms; and G' is substituted or unsubstituted phenylene or a group of the formula
Claim 11
Dependent Claim
72 words
The composition of Claim 5 wherein B is the residue of a bis(amino) polysiloxane of the formula wherein Q is a substituted or unsubstituted aromatic group; Z is D is substituted or unsubstituted hydrocarbylene; R 6 , R 7 , R 8 , R 9 , R 10 and R 11 each independently is substituted or unsubstituted hydrocarbyl; and h, i and j each independently has a value of 0 to 100.
Claim 12
Dependent Claim
20 words
The composition of claim 1 wherein said composition contains between about 15 to 85 mole percent of said reaction product.
Claim 13
Dependent Claim
101 words
The composition of claim 1 wherein X 1 and X 2 each is a divalent group of the formula wherein R 4 and R 5 each independently is hydrogen, substituted or unsubstituted alkyl having up to about 12 carbon atoms, substituted or unsubstituted alkenyl having 2 to about 12 carbon atoms, substituted or unsubstituted cycloalkyl of 4 to about 12 carbon atoms, substituted or unsubstituted carbocyclic aromatic or heterocyclic aromatic having 5 to about 24 carbon atoms, or mixtures thereof, with the proviso that X 1 and X 2 may not both concurrently have both R 4 and R as hydrogen.
Claim 14
Dependent Claim
48 words
The composition of claim 10 in which R 4 and R 5 each independently is substituted or unsubstituted alkyl of 1 to 8 carbon atoms, substituted or unsubstituted alkenyl of 2 to 8 carbon atoms, substituted or unsubstituted cycloalkyl of 4 to 8 carbon atoms or mixtures thereof.
Claim 15
Independent Claim
112 words
A method of making a polyimide, poly(amide-imide), poly(esterimide), polyamide acid, poly(amide-amide acid) or poly(esteramide acid) which consists in reacting an aromatic or aliphatic dianhydride or acid anhydride with an aromatic diamine having the formula wherein R 1 , R 2 and R 3 each independently is hydrogen, halogen or unsubstituted or substituted hydrocarbyl, X 1 and X 2 each independently is substituted or unsubstituted branched, linear or cyclic alkylene or alkenylene of 1 to about 30 carbon atoms, -S-, or -0- with the proviso that X 1 or X 2 and may not both concurrently be -S- or -0-. n, n' and n" each independently is an integer of 1 to 4.
Claim 16
Independent Claim
112 words
A method of making a polyimide, poly(amide-imide), poly(esterimide), polyamide acid, poly(amide-amide acid) or poly(esteramide acid) which consists in reacting an aromatic or aliphatic dianhydride or acid anhydride with an aromatic diamine having the formula wherein R 1 , R 2 and R 3 each independently is hydrogen, halogen or unsubstituted or substituted hydrocarbyl, X 1 and X 2 each independently is substituted or unsubstituted branched, linear or cyclic alkylene or alkenylene of 1 to about 30 carbon atoms, -S-, or -0- with the proviso that X 1 or X 2 and may not both concurrently be -S- or -0-. n, n' and n" each independently is an integer of 1 to 4.
Claim 17
Independent Claim
44 words
A method according to clain 1 wherein the aromatic or aliphatic dianhydride or acid anhydride is reacted with a diamine of formula (a) and one or more other diamines, the diamine of formula (a) constituting at least about 10 mole% of the diamine components.
Claim 18
Independent Claim
44 words
A method according to clain 1 wherein the aromatic or aliphatic dianhydride or acid anhydride is reacted with a diamine of formula (a) and one or more other diamines, the diamine of formula (a) constituting at least about 10 mole% of the diamine components.
Claim 19
Dependent Claim
82 words
A method according to claim 1 or claim 2 comprising the following sequence of reaction steps (a) a reaction mixture of the selected dianhydride and the aromatic diamine is prepared and stirred in a suitable solvent Claims for Austria Cont...2. (b) the reaction between the two reactants produces water in a refluxing reaction (c) the water produced by the refluxing reaction is removed by distillation (d) upon complete removal of the water, the resulting reaction product solution is cooled and polymer recovered
Claim 20
Dependent Claim
91 words
4 . A method of making a copolymer consisting of blocks of polyimide, poly(amide-imide), poly(esterimide), polyamide acid, poly(amide-amide acid) or poly(esteramide acid) which consists in (1) reacting an aromatic or aliphatic dianhydride or acid anhydride with a diamine to form a polymer, and (2) adding to the polymer so formed by further reaction with an aromatic or aliphatic dianhydride or acid anhydride and another diamine, with the proviso that at least about 10 mole % of the total diamine components must be constituted by a diamine or diamines of formula (a).
Claim 21
Dependent Claim
91 words
4 . A method of making a copolymer consisting of blocks of polyimide, poly(amide-imide), poly(esterimide), polyamide acid, poly(amide-amide acid) or poly(esteramide acid) which consists in (1) reacting an aromatic or aliphatic dianhydride or acid anhydride with a diamine to form a polymer, and (2) adding to the polymer so formed by further reaction with an aromatic or aliphatic dianhydride or acid anhydride and another diamine, with the proviso that at least about 10 mole % of the total diamine components must be constituted by a diamine or diamines of formula (a).
Claim 22
Independent Claim
18 words
A method according to any one of the preceding claims wherein every diamine used is aromatic in nature.
Claim 23
Independent Claim
94 words
A method according to any preceding claim wherein any diamine used, other than diamines of formula (a) has the formula H 2 N-B-NH 2 where B is substituted or unsubstituted phenylene, biphenylene, naphthylene, anthracenylene, or a group of the formula Claims for Austria cont... 3 wherein m is 0 or 1, and E' is substituted or unsubstituted, branched or linear alkylene of 1 to 30 carbons, and wherein any of the aryl nuclei can be substituted by lower alkyl, lower alkoxy or other noninterfering substituent groups and alkylene groups can be substituted by halogen.
Claim 24
Independent Claim
24 words
A method according to any preceding claim wherein diamines of formula (a) constitute between 15 and 85 mole % of all the diamines used.
Claim 25
Independent Claim
112 words
A method according to any preceding claim wherein x 1 and X 2 in formula (a) each is a divalent group of the formula wherein R 4 and R 5 each independently is hydrogen, substituted or unsubstituted alkyl having up to about 12 carbon atoms, substituted or unsubstituted alkenyl having 2 to about 12 carbon atoms, substituted or unsubstituted cycloalkyl of 4 to about 12 carbon atoms, substituted or unsubstituted carbocyclic aromatic or heterocyclic aromatic Claims for Austria cont... 4. having 5 to about 24 carbon atoms, or mixtures thereof, with the proviso that X 1 and X 2 may not both concurrently have both R 4 and R 5 as hydrogen.
Claim 26
Dependent Claim
48 words
A method according to claim 9 wherein R 4 and R 5 each independently is substituted or unsubstituted alkyl of 1 to 8 carbon atoms, substituted or unsubstituted alkenyl of 2 to 8 carbon atoms, substituted or unsubstituted cycloalkyl of 4 to 8 carbon atoms or mixtures thereof.
References Cited (Backward Citations)
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