# US 5,708,127 A · Polymerizable monomeric reactants (PMR) type resins > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,708,127 A - Document ID: US5708127A - Status: Granted - Kind: A - Application number: 08/446,725 - Filed: 1995-07-21 - Granted: 1998-01-13 - Earliest claimed: 1992-12-07 - Assignees: Commonwealth Scientific and Industrial Research Organisation - Inventors: Jonathan Howard Hodgkin; Robert Eibl - Web page: https://patentgrep.com/patent/US5708127A ## CPC - C07D 209/48: with oxygen atoms in positions 1 and 3, e.g. phthalimide - C07D 209/76: with oxygen atoms in positions 1 and 3 - C08G 73/101: {containing chain terminating or branching agents} - D01F 11/14: with organic compounds, e.g. macromolecular compounds - Y10S 525/935: Matrix admixed with synthetic fiber - Y10T 428/2969: Polyamide, polyimide or polyester - Y10T 428/31504: Composite [nonstructural laminate] - Y10T 428/31721: Of polyimide - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - D01F: CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS - Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract The invention relates to a PMR type resin which comprises a mixture of: (a) nadic acid of Formula (Ia) or a derivative thereof ##STR1## (b) a diaminobisimide of Formula (Ib) ##STR2## (c) an aromatic tetracarboxylic acid of Formula (Ic) or a derivative thereof ##STR3## the components (a), (b) and (c) being present in the approximate molar proportions of 2:n:n-1 respectively. ## Claims ### Claim 1 A resin which comprises a mixture of: (a) nadic acid of Formula (Ia) or a derivative thereof ##STR13## (b) a diaminobisimide of Formula (Ib) ##STR14## (c) an aromatic tetracarboxylic acid of Formula (Ic) or a derivative thereof ##STR15## the components (a), (b) and (c) being present in the approximate molar proportions of 2:n:n-1; and wherein n is selected to provide a polyimide polymer of the desired size; Ar and Ar" may be the same or different and each represent an optionally substituted aryl, optionally substituted bridged or bonded di- or poly-aryl, or optionally substituted heteroaryl group; Ar' is an optionally substituted aryl or heteroaryl group which provides for good conjugation between the nitrogen containing groups; and X is an alkyl group or hydrogen. ### Claim 2 (depends on 1) An oligomeric intermediate of Formula (Id) ##STR16## wherein Ar' and X are as defined in claim 1; Ar'" is Ar or Ar" as defined in claim 1; and > n>2. ### Claim 3 (depends on 1) A polyimide polymer formed from a resin as defined in claim 1. ### Claim 4 (depends on 3) A method for the preparation of a polyimide polymer as defined in claim 3 which comprises heating the resin. ### Claim 5 (depends on 4) A method according to claim 4, wherein the heating occurs in the presence of a curing additive. ### Claim 6 (depends on 5) A method according to claim 5, wherein the curing additive is trans-stilbene and/or hydroquinone. ### Claim 7 (depends on 2) An adhesive, bar, film or moulded component which is composed wholly or partly of a polyimide polymer as defined in claim 2. ### Claim 8 (depends on 1) An impregnated fibre reinforced material, wherein the fibre reinforcements are coated with a resin as defined in claim 1. ### Claim 9 (depends on 2) An advanced composite material which comprises an assembly of reinforcing fibres in a matrix of an oligiomeric intermediate as defined in claim 2. ### Claim 10 (depends on 2) A polyimide polymer formed from an oligomeric intermediate as defined in claim 2. ### Claim 11 (depends on 2) A method for the preparation of a polymide polymer which comprises heating an oligomeric intermediate as defined in claim 2. ### Claim 12 (depends on 11) A method according to claim 11 wherein the heating occurs in the presence of a curing additive. ### Claim 13 (depends on 12) A method according to claim 12, wherein the curing additive is trans-stilbene and/or hydroquinone. ### Claim 14 (depends on 3) An adhesive, bar, film or moulded component which is composed wholly or partly of a polyimide polymer as defined in claim 3. ### Claim 15 (depends on 2) An impregnated fibre reinforced material, wherein the fibre reinforcements are coated with an oligomeric intermediate as defined in claim 2. ### Claim 16 (depends on 3) An advanced composite material which comprises an assembly of reinforcing fibres in a matrix of a polyimide polymer as defined in claim 3. ### Claim 17 (depends on 1) A resin which is prepared by mixing a nadic acid of Formula (Ia) or a derivative thereof, with a diaminobisimide of Formula (Ib), and an aromatic tetracarboxylic acid of Formula (Ic) or a derivative thereof, in an approximate molar ratio of 2:n:n-1 each as defined in claim 1. ### Claim 18 (depends on 17) A polyimide polymer formed from a resin as claimed in claim 17. ### Claim 19 (depends on 18) A method for the preparation of a polyimide polymer as claimed in claim 18 which comprises heating the resin. ### Claim 20 (depends on 19) A method according to claim 19 wherein the heating occurs in the presence of a curing additive. ### Claim 21 (depends on 20) A method according to claim 20 wherein the curing additive is trans-stilbene and/or hydroquinone. ### Claim 22 (depends on 17) An impregnated fibre reinforced material, wherein the fibre reinforcements are coated with a resin as claimed in claim 17.