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Patent US4684714A successfully refreshed from Google Patents.
US4684714A
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Method for making polyimide oligomers
Assignee: Boeing Co
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Filing: 1985-09-30
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Granted: 1987-08-04
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Expires: 2005-09-30
Abstract
Abstract Polyimide oligomers are made by the condensation of suitable anhydrides, dianhydrides, and diamines. To a chilled solution of diamine, a mixture of anhydride and dianhydride is added under an inert atmosphere. The cooling is discontinued following the mixing, and the resulting three reactant mixture is allowed to react.
Inventors
- 👤 Hyman R. Lubowitz
- 👤 Clyde H. Sheppard
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 13:05
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1003; C08G73/1007; C08G73/101; C08G73/1014; C08G73/1039; C08G73/1057; C08G73/1064; C08G73/1067; C08G73/1071; C08G73/1075; C08G73/12; C08G73/121; C08G73/122
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
73 words
A method of making polyimide oligomers, comprising the steps of: (a) dissolving a diamine in a suitable solvent; (b) chilling the diamine solution; (c) mixing together an unsaturated monoanhydride and a dianhydride to form a premix; (d) in an inert atmosphere, adding the premix to the diamine solution while continuing to chill the diamine solution; and (e) removing the cooling source after the addition of the premix to the diamine solution is completed.
Claim 2
Independent Claim
73 words
A method of making polyimide oligomers, comprising the steps of: (a) dissolving a diamine in a suitable solvent; (b) chilling the diamine solution; (c) mixing together an unsaturated monoanhydride and a dianhydride to form a premix; (d) in an inert atmosphere, adding the premix to the diamine solution while continuing to chill the diamine solution; and (e) removing the cooling source after the addition of the premix to the diamine solution is completed.
Claim 3
Dependent Claim
13 words
The method of claim 1 wherein the cooling source is an ice bath.
Claim 4
Dependent Claim
19 words
The method of claim 2 wherein the oligomer is thermosetting and has a molecular weight of between about 800-5,000.
Claim 5
Dependent Claim
24 words
The method of claim 1 wherein the ratio of monoanhydride:dianhydride:diamine in the mixed solution is about 2:n:n+1 moles, wherein n equals a small integer.
Claim 6
Dependent Claim
40 words
The method of claim 1 wherein the diamine is selected from the group consisting of: ##STR9## wherein R'= ##STR10## R"= ##STR11## q=--SO 2 --, --S--, --CO--, or --(CF 3 ) 2 C--; and m=a small integer, generally less than 5.
Claim 7
Dependent Claim
25 words
The method of claim 5 wherein the diamine is selected from the group consisting of: ##STR12## wherein R'= ##STR13## R"= ##STR14## and m=0 or 1.
Claim 8
Dependent Claim
36 words
The method of claim 1 wherein the monoanhydride is selected from the group consisting of: ##STR15## wherein R 1 =lower alkyl, lower alkoxy, aryl, aryloxy, substituted aryl, halogen, or mixtures thereof; and j=0, 1, or 2.
Claim 9
Dependent Claim
36 words
The method of claim 5 wherein the monoanhydride is selected from the group consisting of: ##STR16## wherein R 1 =lower alkyl, lower alkoxy, aryl, aryloxy, substituted aryl, halogen, or mixtures thereof; and j=0, 1, or 2.
Claim 10
Dependent Claim
26 words
The method of claim 1 wherein the dianhydride is selected from the group consisting of pyromellitic dianhydride, benzophenonetetracarboxylic dianhydride (BTDA), 5-(2,5-diketotetrahydrofuryl-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (MCTC), and mixtures thereof.
Claim 11
Dependent Claim
26 words
The method of claim 5 wherein the dianhydride is selected from the group consisting of pyromellitic dianhydride, benzophenonetetracarboxylic dianhydride (BTDA), 5-(2,5-diketotetrahydrofuryl-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (MCTC), and mixtures thereof.
Claim 12
Dependent Claim
26 words
The method of claim 8 wherein the dianhydride is selected from the group consisting of pyromellitic dianhydride, benzophenonetetracarboxylic dianhydride (BTDA), 5-(2,5-diketotetrahydrofuryl-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (MCTC), and mixtures thereof.
Claim 13
Independent Claim
165 words
A method of making polyimide oligomers, comprising the steps of: (a) dissolving n+1 moles of a diamine in a suitable solvent, the diamine being selected from the group consisting of: ##STR17## wherein R'= ##STR18## R"= ##STR19## q=--SO 2 --, --S--, --CO--, or --(CF 3 ) 2 C--; and m=a small integer, generally less than 5; (b) chilling the diamine solution to about 0°-5° C.; (c) mixing together about 2 moles of an unsaturated monoanhydride selected from the group consisting of: ##STR20## wherein R 1 =lower alkyl, lower alkoxy, aryl, aryloxy, substituted aryl, halogen, or mixtures thereof; and j=0, 1, or 2 and n moles of a dianhydride selected from the group consisting of pyromellitic dianhydride, or benzophenonetetracarboxylic dianhydride (BTDA), 5-(2,5-diketotetrahydrofuryl-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (MCTC) (d) in an inert atmosphere, adding the mixed monoanhydride and dianhydride to the chilled diamine solution while continuing to chill the diamine solution; and (e) removing the cooling source after addition of the mixed monoanhydride and dianhydride to the diamine solution is completed.
Claim 14
Independent Claim
165 words
A method of making polyimide oligomers, comprising the steps of: (a) dissolving n+1 moles of a diamine in a suitable solvent, the diamine being selected from the group consisting of: ##STR17## wherein R'= ##STR18## R"= ##STR19## q=--SO 2 --, --S--, --CO--, or --(CF 3 ) 2 C--; and m=a small integer, generally less than 5; (b) chilling the diamine solution to about 0°-5° C.; (c) mixing together about 2 moles of an unsaturated monoanhydride selected from the group consisting of: ##STR20## wherein R 1 =lower alkyl, lower alkoxy, aryl, aryloxy, substituted aryl, halogen, or mixtures thereof; and j=0, 1, or 2 and n moles of a dianhydride selected from the group consisting of pyromellitic dianhydride, or benzophenonetetracarboxylic dianhydride (BTDA), 5-(2,5-diketotetrahydrofuryl-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (MCTC) (d) in an inert atmosphere, adding the mixed monoanhydride and dianhydride to the chilled diamine solution while continuing to chill the diamine solution; and (e) removing the cooling source after addition of the mixed monoanhydride and dianhydride to the diamine solution is completed.
Claim 15
Dependent Claim
13 words
The method of claim 12 wherein the cooling source is an ice bath.
Claim 16
Dependent Claim
25 words
The method of claim 12 wherein the diamine is selected from the group consisting of: ##STR21## wherein R'= ##STR22## R"= ##STR23## and m=0 or 1.
Claim 17
Dependent Claim
8 words
The product of the process of claim 12.
Claim 18
Dependent Claim
8 words
The product of the process of claim 14.
Claim 19
Dependent Claim
8 words
The product of the process of claim 4.
Claim 20
Dependent Claim
19 words
The product of claim 17 wherein the oligomer is thermosetting and has a molecular weight of between about 800-5,000.
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