EP0313407A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Method for preparing polyimide and composite material thereof
Assignee: Mitsui Chemicals Inc
•
Filing: 1988-10-21
•
Granted: —
•
Expires: 2008-10-21
Abstract
Abstract This invention relates to a method for preparing polyimide having good heat-stability and excellent flowability in a molten state. The polymide is prepared by reacting aromatic diamines such as 4,4 min -bis(3-aminophenoxy)biphenyl, bis[4-(3-aminophenoxy)phenyl] ketone and bis [4-(3-aminophenoxy)phenyl] sulfone; tetracarboxylic dianhydrides such as pyromellitic dianhydride, 3,3 min ,4,4 min -benzophenonetetracarboxylic dianhydride and bis(3,4-dicarboxyphenyl) ether dianhydride; and dicarboxylic anhydrides such as glutaric anhydride, 1,2-hexanedicarboxylic anhydride, phthalic anhydride and 3,4-benzophenonedicarboxylic anhydride. The molar ratio of aromatic diamine : tetracarboxylic dianhydride : dicarboxylic anhydride is 1:(0.9 to 1.0):(0.001 to 1.0). Another invention relates to polyimide composite materials which are excellent in mechanical strengths and processability. The materials contain the polyimide and fibrous reinforcing materials such as yarn, roving, tow, fabrics, mats and felts of glass fiber, carbon fibers or aromatic polyamide fibers.
Inventors
- 👤 Masahiro Ohta
- 👤 Shoji Tamai
- 👤 Saburo Kawashima
- 👤 Hideaki Oikawa
- 👤 Akihiro Yamaguchi
- 👤 Toshiyuki Nakakura
- 👤 Misao Masuda
- 👤 Chiaki Maruko
- 👤 Tomohito Koba
- 👤 Hideo Sakai
- 👤 Satoru Kishi
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-04 07:47
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08K; C08K7/00; C08K7/02; C08K7/04; C08G73/1003; C08G73/1007; C08G73/101; C08G73/1014; C08G73/1046; C08G73/105; C08G73/1057; C08G73/1064; C08L; C08L79/00; C08L79/04; C08L79/08
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
280 words
A method for preparing thermally stable polyimide consisting primarily of recurring units of the formula: wherein X is a direct bond or a radical selected from the group consisting of divalent hydrocarbon radical having 1 to 10 carbon atoms, hexafluorinated isopropylidene radical, carbonyl radical, thio radical and sulfonyl radical; Y₁, Y₂, Y₃ and Y₄ are each independently a radical selected from the group consisting of a hydrogen atom, lower alkyl radical, lower alkoxy radical, chlorine atom and bromine atom; and R is a tetravalent radical selected from the group consisting of an aliphatic radical having 2 or more carbon atoms, cyclic aliphatic radical, monocyclic aromatic radical, fused polycyclic aromatic radical, and polycyclic aromatic radical wherein the aromatic radicals are linked to one another directly or via bridged member, by the reaction of an aromatic diamine with a tetracarboxylic dianhydride and thermally or chemically imidizing the resultant polyamic acid, wherein: (a) the aromatic diamine is represented by the formula: wherein X, Y₁, Y₂, Y₃ and Y₄ are as above defined, (b) the tetracarboxylic dianhydride is represented by the formula: wherein R is as above defined, (c) the reaction is carried out in the presence of dicarboxylic anhydride represented by the formula: wherein Z is a divalent radical selected from the group consisting of an aliphatic radical, cyclic aliphatic radical, monocyclic aromatic radical, fused polycyclic aromatic radical, and polycyclic aromatic radical wherein the aromatic radicals are linked to one another directly or via bridged member, and (d) amount of the tetracarboxylic dianhydride is from 0.9 to 1.0 mole per mole of the aromatic diamine and amount of the dicarboxylic anhydride is from 0.001 to 1.0 mole per mole of the aromatic diamine.
Claim 2
Independent Claim
280 words
A method for preparing thermally stable polyimide consisting primarily of recurring units of the formula: wherein X is a direct bond or a radical selected from the group consisting of divalent hydrocarbon radical having 1 to 10 carbon atoms, hexafluorinated isopropylidene radical, carbonyl radical, thio radical and sulfonyl radical; Y₁, Y₂, Y₃ and Y₄ are each independently a radical selected from the group consisting of a hydrogen atom, lower alkyl radical, lower alkoxy radical, chlorine atom and bromine atom; and R is a tetravalent radical selected from the group consisting of an aliphatic radical having 2 or more carbon atoms, cyclic aliphatic radical, monocyclic aromatic radical, fused polycyclic aromatic radical, and polycyclic aromatic radical wherein the aromatic radicals are linked to one another directly or via bridged member, by the reaction of an aromatic diamine with a tetracarboxylic dianhydride and thermally or chemically imidizing the resultant polyamic acid, wherein: (a) the aromatic diamine is represented by the formula: wherein X, Y₁, Y₂, Y₃ and Y₄ are as above defined, (b) the tetracarboxylic dianhydride is represented by the formula: wherein R is as above defined, (c) the reaction is carried out in the presence of dicarboxylic anhydride represented by the formula: wherein Z is a divalent radical selected from the group consisting of an aliphatic radical, cyclic aliphatic radical, monocyclic aromatic radical, fused polycyclic aromatic radical, and polycyclic aromatic radical wherein the aromatic radicals are linked to one another directly or via bridged member, and (d) amount of the tetracarboxylic dianhydride is from 0.9 to 1.0 mole per mole of the aromatic diamine and amount of the dicarboxylic anhydride is from 0.001 to 1.0 mole per mole of the aromatic diamine.
Claim 3
Dependent Claim
27 words
A method as claimed in claim 1 wherein the aromatic diamine is selected from the group consisting of 4,4′-bis(3-aminophenoxy)biphenyl, 2,2-bis[4-(3-aminophenoxy)phenyl]propane, bis[4-(3-aminophenoxy)phenyl] ketone, bis[4-(3-aminophenoxy)phenyl] sulfide and bis[4-(3-aminophenoxy)phenyl] sulfone.
Claim 4
Dependent Claim
30 words
A method as claimed in claim 1 wherein the tetracarboxylic dianhydride is selected from the group consisting of pyromellitic dianhydride, 3,3′,4,4′-benzophenonetetracarboxylic dianhydirde, 3,3′,4,4′-biphenyltetracarboxylic dianhydirde, bis(3,4-dicarboxyphenyl) ether diandhydride, and 4,4′-(p-phenylenedioxy)diphthalic dianhydride.
Claim 5
Dependent Claim
47 words
A method as claimed in claim 1 wherein the dicarboxylic anhydride is selected from the group consisting of glutaric anhydride, citraconic anhydride, teraconic anhydride, 1,2-cyclobutanedicarboxylic anhydride, 1,2-hexanedicarboxylic anhydride, phthalic anhydride, 3,4-benzophenonedicarboxylic anhydride, 3,4-dicarboxyphenyl phenyl ether anhydride, 3,4-biphenyldicarboxylic anhydride, 3,4-dicarboxyphenyl phenyl sulfide anhydride and 3,4-dicarboxyphenyl phenyl sulfone anhydride.
Claim 6
Dependent Claim
24 words
A method as claimed in claim 1 wherein the amount of dicarboxylic anhydride is 0.01 to 0.5 mole per mole of the aromatic diamine.
Claim 7
Dependent Claim
25 words
A polyimide composite material comprising a fibrous reinforcing material and a polyimide prepared by one of the method claimed in claim 1 to claim 5.
Claim 8
Dependent Claim
47 words
A polyimide composite material as claimed in claim 6 wherein the fibrous reinforcing material is a unidirectional long fiber, bundled unidirectional long fiber or multidirectional continuous fiber selected from the group consisting of glass fiber, carbon fiber, aromatic polyamide fiber, metal fiber, alumina fiber and boron fiber.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
Maintenance schedule is calculated for granted US utility patents.