Copolyetherimides
AssigneeGeneral Electric Company
InventorsDaniel Joseph Brunelle, Havva Yagci Acar, Farid Fouad Khouri, William David Richards
Life of this patent
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Abstract
Copolyetherimides comprise phthalimide structural units comprising both 3- and 4-linkages, wherein the designations 3-linkage and 4-linkage refer to the isomeric positions on the phthalimide ring in the totality of phthalimide-comprising structural units in the copolymer. The products have excellent properties, including high glass transition and heat distortion temperatures, high ductility and good melt flow properties, and low polydispersity.
Claims73
A copolyetherimide having a glass transition temperature of at least about 218° C., said copolyetherimide comprising structural units of the formulas (I) and (II):
- and optionally structural units of the formula (III):
- wherein R1 comprises an unsubstituted C6-22 divalent aromatic hydrocarbon or a substituted C6-22 divalent aromatic hydrocarbon comprising halogen or alkyl substituents or mixtures of said substituents;
- or a divalent radical of the general formula (IV):
- group wherein the unassigned positional isomer about the aromatic ring is either meta or para to Q, and Q is a covalent bond or a member selected from the consisting of formulas (V):
- and an alkylene or alkylidene group of the formula CyH2y, wherein y is an integer from 1 to 5 inclusive, and R2 is a divalent aromatic radical;
- the weight ratio of units of formula (I) to those of formula (II) being in the range of about 99.9:0.1 and about 25:75.
A copolyetherimide having a glass transition temperature of at least 218° C., said copolyetherimide comprising structural units of the formulas (XXIV) and (XXV):
- wherein R2 is
- the weight ratio of units of formula (XXIV) to those of formula (XXV) being in the range of between about 99:1 and about 25:75.
A copolyetherimide having a glass transition temperature of at least 218° C., said copolyetherimide comprising structural units of the formulas (XXIV), (XXV) and (XXVII):
- wherein R2 is
- the weight ratio of units of formula (XXIV) to those of formula (XXV) being in the range of between about 99:1 and about 25:75.
A copolyetherimide having a glass transition temperature of at least 218° C., said copolyetherimide comprising structural units of the formulas (I) and (III):
- wherein R1 comprises an unsubstituted C6-22 divalent aromatic hydrocarbon or a substituted C6-22 divalent aromatic hydrocarbon comprising halogen or alkyl substituents or mixtures of said substituents;
- or a divalent radical of the general formula (IV):
- wherein the unassigned positional isomer about the aromatic ring is either meta or para to Q, and Q is a covalent bond or a member selected from the group consisting of formulas (V):
- and an alkylene or alkylidene group of the formula CyH2y, wherein y is an integer from 1 to 5 inclusive, and R2 is derived from at least one dihydroxy-substituted aromatic hydrocarbon of the formula (VI):
- HO—D—OH (VI)
- wherein D has the structure of formula (VII):
- wherein A1 represents an aromatic group;
- E comprises a sulfur-containing linkage, sulfide, sulfoxide, sulfone;
- a phosphorus-containing linkage, phosphinyl, phosphonyl;
- an ether linkage;
- a carbonyl group;
- a tertiary nitrogen group;
- a silicon-containing linkage;
- silane;
- siloxy;
- a cycloaliphatic group;
- cyclopentylidene, 3,3,5-trimethylcyclopentylidene, cyclohexylidene, 3,3-dimethylcyclohexylidene, 3,3,5-trimethylcyclohexylidene, methylcyclohexylidene, 2-[2.2.1]-bicycloheptylidene, neopentylidene, cyclopentadecylidene, cyclododecylidene, adamantylidene;
- an alkylene or alkylidene group, which group may optionally be part of one or more fused rings attached to one or more aromatic groups bearing one hydroxy substituent;
- an unsaturated alkylidene group;
- or two or more alkylene or alkylidene groups connected by a moiety different from alkylene or alkylidene and selected from the group consisting of an aromatic linkage, a tertiary nitrogen linkage;
- an ether linkage;
- a carbonyl linkage;
- a silicon-containing linkage, silane, siloxy;
- a sulfur-containing linkage, sulfide, sulfoxide, sulfone;
- a phosphorus-containing linkage, phosphinyl, and phosphonyl;
- R3 represents hydrogen;
- a monovalent hydrocarbon group, alkenyl, allyl, alkyl, aryl, aralkyl, alkaryl, or cycloalkyl;
- Y1 independently at each occurrence is selected from the group consisting of an inorganic atom, a halogen;
- an inorganic group, a nitro group;
- an organic group, a monovalent hydrocarbon group, alkenyl, allyl, alkyl, aryl, aralkyl, alkaryl, cycloalkyl, and an alkoxy group;
- the letter “m” represents any integer from and including zero through the number of positions on A1 available for substitution;
- the letter “p” represents an integer from and including zero through the number of positions on E available for substitution;
- the letter “t” represents an integer equal to at least one;
- the letter “s” represents an integer equal to either zero or one;
- and
- the letter “u” represents an integer equal to at least one,
- and wherein the weight ratio of units of formula I to those of formula III is in the range of between about 99.9:0.1 and about 10:90.
A copolyetherimide having a glass transition temperature of at least 218° C., said copolyetherimide comprising structural units of the formulas (XXIV) and (XXVII):
- wherein R2 is
- the weight ratio of units of formula (XXIV) to those of formula (XXVII) being in the range of between about 99:1 and about 25:75.
A copolyetherimide having a glass transition temperature of at least about 218° C., said copolyetherimide comprising structural units of the formulas (I) and (VIII):
- wherein R1 comprises an unsubstituted C6-22 divalent aromatic hydrocarbon or a substituted C6-22 divalent aromatic hydrocarbon comprising halogen or alkyl substituents or mixtures of said substituents;
- or a divalent radical of the general formula (IV):
- wherein the unassigned positional isomer about the aromatic ring is either meta or para to Q, and Q is a covalent bond or a member selected from the group consisting of formulas (V):
- and an alkylene or alkylidene group of the formula CyH2-y, wherein y is an integer from 1 to 5 inclusive, and R2 is a divalent aromatic radical;
- wherein formula (VIII) is a terminal group with Z selected from the group consisting of unsubstituted and substituted alkyl, and unsubstituted and substituted aryl, and wherein the copolyetherimide has a weight average molecular weight, as determined by gel permeation chromatography relative to polystyrene standards, in the range of between about 30,000 and about 80,000, with a polydispersity in a range of between about 2.3 and about 3.
A copolyetherimide having a glass transition temperature of at least 218° C., said copolyetherimide comprising structural units of the formula (XXIV)
- and structural units selected from the group consisting of those of the formula (XXVI):
- wherein the unassigned positional isomer about the phthalimide ring is either in the 3-position or 4-position, and mixtures thereof,
- and wherein R2 is
- and wherein the copolyetherimide has a weight average molecular weight, as determined by gel permeation chromatography relative to polystyrene standards, in the range of between about 30,000 and about 80,000, with a polydispersity in a range of between about 2.4 and about 2.8.
Dependencies are inferred from the claim text.