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US4571418A
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Char-forming polymer, moldable composition and method
Assignee: Lyondell Chemical Technology LP
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Filing: 1984-03-12
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Granted: 1986-02-18
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Expires: 2004-03-12
Abstract
Abstract The char residue formation of molded compositions, upon combustion, is improved by incorporating into the moldable composition a char-forming polymer containing recurring units of at least one monomer capable of undergoing tautomerization, at least one monomer capable of undergoing a nucleophilic substitution reaction by said monomer capable of undergoing tautomerization and, optionally, at least one additional copolymerizable monomer.
Inventors
- 👤 Usama E. Younes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 19:20
CPC Classifications
C; C08; C08L; C08L67/00; C08L67/02; C08L69/00; Y; Y10; Y10S; Y10S260/00; Y10S260/24
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
246 words
A char-forming polymer which consists essentially of: (A) from about 2.5 to about 50 mol percent recurring units of at least one monomer which is capable of undergoing tautomerization and has the general formula: ##STR5## wherein R 1 represents a hydrogen atom, or a C 1 to C 5 alkyl group; R 2 represents a carboxylic acid group, and amide group or a C 1 to C 5 N-mono-or di-substituted amide group; and, wherein R 3 represents an N mono-substituted amide group in which the substituent can be a hydrogen atom, a C 1 to C 5 alkyl group, an aryl group or an amide group; (B) from about 2.5 to about 50 mol percent recurring units of at least one monomer which is capable of undergoing a nucleophilic substitution reaction by (A) and has the general formula: ##STR6## wherein R 1 , is as defined above; R 4 represents a hydrogen atom; and, R 5 represents a phosphonate or substituted phosphonate group bearing a leaving group or an aryl or substituted aryl group bearing a leaving group; and (C) from about 0 to about 95 mol percent recurring units of at least one monomer which is copolymerizable with (A) and (B) and has the general formula: ##STR7## wherein R 1 is as defined above; R 6 represents an aryl or substituted aryl group or ##STR8## and wherein R 7 represents a C 1 to C 15 alkyl group or an aryl or substituted aryl group.
Claim 2
Dependent Claim
246 words
A char-forming polymer which consists essentially of: (A) from about 2.5 to about 50 mol percent recurring units of at least one monomer which is capable of undergoing tautomerization and has the general formula: ##STR5## wherein R 1 represents a hydrogen atom, or a C 1 to C 5 alkyl group; R 2 represents a carboxylic acid group, and amide group or a C 1 to C 5 N-mono-or di-substituted amide group; and, wherein R 3 represents an N mono-substituted amide group in which the substituent can be a hydrogen atom, a C 1 to C 5 alkyl group, an aryl group or an amide group; (B) from about 2.5 to about 50 mol percent recurring units of at least one monomer which is capable of undergoing a nucleophilic substitution reaction by (A) and has the general formula: ##STR6## wherein R 1 , is as defined above; R 4 represents a hydrogen atom; and, R 5 represents a phosphonate or substituted phosphonate group bearing a leaving group or an aryl or substituted aryl group bearing a leaving group; and (C) from about 0 to about 95 mol percent recurring units of at least one monomer which is copolymerizable with (A) and (B) and has the general formula: ##STR7## wherein R 1 is as defined above; R 6 represents an aryl or substituted aryl group or ##STR8## and wherein R 7 represents a C 1 to C 15 alkyl group or an aryl or substituted aryl group.
Claim 3
Dependent Claim
66 words
The char-forming polymer of claim 1 in which in the general formula for said (A) monomer, R 2 and R 3 taken together represent an N-substituted imide linkage, in which the substituent is a hydrogen atom or an amide group with the proviso, that if R 2 and R 3 taken together represent a maleimide linkage, then (B) monomer cannot solely be a vinyl phosphonate monomer.
Claim 4
Dependent Claim
43 words
The char-forming polymer of claim 1 or 2 in which in the general formula for said (B) monomer R 4 and R 5 taken together represent an N-substituted imide linkage, wherein the substituent on the imide linkage is R 5 as defined above.
Claim 5
Dependent Claim
31 words
The char-forming random polymer of claims 1, 2 or 3 in which said leaving group is a weak base whose conjugate acid has a pK a value of 5 or less.
Claim 6
Dependent Claim
256 words
A moldable composition comprising a thermoplastic resin and a char-forming amount of a char-forming polymer which contains: (A) from about 2.5 to about 50 mol percent recurring units of at least one monomer which is capable of undergoing tautomerization and has the general formula: ##STR9## wherein R 1 represents a hydrogen atom, or a C 1 to C 5 alkyl group; R 2 represents a carboxylic acid group, and amide group or a C 1 to C 5 N-mono-or di-substituted amide group; and, wherein R 3 represents an N mono-substituted amide group in which the substituent can be a hydrogen atom, a C 1 to C 5 alkyl group, an aryl group or an amide group; (B) from about 2.5 to about 50 mol percent recurring units of at least one monomer which is capable of undergoing a nucleophilic substitution reaction by (A) and has the general formula: ##STR10## wherein R 1 , is as defined above; R 4 represents a hydrogen atom; and, R 5 represents a phosphonate or substituted phosphonate group bearing a leaving group or an aryl or substituted aryl group bearing a leaving group; and (C) from about 0 to about 95 mol percent recurring units of at least one monomer which is copolymerizable with (A) and (B) and has the general formula: ##STR11## wherein R 1 is as defined above; R 6 represents an aryl or substituted aryl group or ##STR12## and wherein R 7 represents a C 1 to C 15 alkyl group or an aryl or substituted aryl group.
Claim 7
Dependent Claim
256 words
A moldable composition comprising a thermoplastic resin and a char-forming amount of a char-forming polymer which contains: (A) from about 2.5 to about 50 mol percent recurring units of at least one monomer which is capable of undergoing tautomerization and has the general formula: ##STR9## wherein R 1 represents a hydrogen atom, or a C 1 to C 5 alkyl group; R 2 represents a carboxylic acid group, and amide group or a C 1 to C 5 N-mono-or di-substituted amide group; and, wherein R 3 represents an N mono-substituted amide group in which the substituent can be a hydrogen atom, a C 1 to C 5 alkyl group, an aryl group or an amide group; (B) from about 2.5 to about 50 mol percent recurring units of at least one monomer which is capable of undergoing a nucleophilic substitution reaction by (A) and has the general formula: ##STR10## wherein R 1 , is as defined above; R 4 represents a hydrogen atom; and, R 5 represents a phosphonate or substituted phosphonate group bearing a leaving group or an aryl or substituted aryl group bearing a leaving group; and (C) from about 0 to about 95 mol percent recurring units of at least one monomer which is copolymerizable with (A) and (B) and has the general formula: ##STR11## wherein R 1 is as defined above; R 6 represents an aryl or substituted aryl group or ##STR12## and wherein R 7 represents a C 1 to C 15 alkyl group or an aryl or substituted aryl group.
Claim 8
Dependent Claim
65 words
The molding composition of claim 5 in which in the general formula for said (A) monomer, R 2 and R 3 taken together represent an N-substituted imide linkage, in which the substituent is a hydrogen atom or an amide group with the proviso, if R 2 and R 3 taken together represent a maleimide linkage then (B) monomer cannot solely be a vinyl phosphonate monomer.
Claim 9
Dependent Claim
43 words
The molding composition of claims 5 or 6 in which in the general formula for said (B) monomer, R 4 and R 5 taken together represent an N-substituted imide linkage wherein the substituent on the imide linkage is R 5 as defined above.
Claim 10
Dependent Claim
13 words
The molding composition of claim 5 in which said thermoplastic resin is polycarbonate.
Claim 11
Dependent Claim
13 words
The molding composition of claim 5 in which said thermoplastic resin is nylon.
Claim 12
Dependent Claim
14 words
The molding composition of claim 5 in which said thermoplastic resin is polyethylene terephthlate.
Claim 13
Dependent Claim
14 words
The molding composition of claim 5 in which said thermoplastic resin is styrene/maleic anhydride.
Claim 14
Dependent Claim
13 words
The molding composition of claim 5 in which said thermoplastic resin is styrene/acrylonitrile.
Claim 15
Dependent Claim
33 words
A method for increasing the char residue formation of molded compositions upon combustion which method comprises incorporating into the molding composition before molding a char-forming amount of the char-forming polymer of claim 1.
Claim 16
Dependent Claim
33 words
A method for increasing the char residue formation of molded compositions upon combustion which method comprises incorporating into the molding composition before molding a char-forming amount of the char-forming polymer of claim 2.
Claim 17
Dependent Claim
33 words
A method for increasing the char residue formation of molded compositions upon combustion which method comprises incorporating into the molding composition before molding, a char-forming amount of the char-forming polymer of claim 3.
Claim 18
Dependent Claim
30 words
A method for producing a molded composition which comprises forming a molding composition which comprises a char-forming amount of the char-forming polymer of claim 1 and molding the resulting composition.
Claim 19
Dependent Claim
30 words
A method for producing a molded composition which comprises forming a molding composition which comprises a char-forming amount of the char-forming polymer of claim 2 and molding the resulting composition.
Claim 20
Dependent Claim
30 words
A method for producing a molded composition which comprises forming a molding composition which comprises a char-forming amount of the char-forming polymer of claim 3 and molding the resulting composition.
Claim 21
Dependent Claim
211 words
A char forming polymer which consists essentially of: (A) from about 2.5 to about 50 mol percent recurring units of a monomer which is capable of undergoing tautomerization selected from the group consisting of: N-carbamyl maleimide, maleamic acid, acrylamide, methacrylamide N-carbamyl maleamic acid, n-hexyl maleamic acid, maleamic acid diamine, N-carbamyl acrylamide, N-carbamyl methacrylamide, N-methyl acrylamide, maleimide, N-phenyl methacrylamide, N-methyl maleamic acid, and N-phenyl maleamic acid; (B) from about 2.5 to about 50 mol percent recurring units of a monomer which is capable of undergoing a neucleophilic substitution reaction by (A) and selected from the group consisting of: dibromostyrene, monobromostyrene, tribromostyrene, bis(beta-chloroethyl) vinyl phosphonate, N-(Tribromophenyl)maleimide, N-monobromo phenyl)malemide, N-(dibromo phenyl)maleimide, tosyl styrene, mesyl styrene, dibromo α-methyl styrene, dibromo methyl styrene, bis(beta-bromoethyl) vinyl phosphonate, N-(tosyl phenyl)maleimide, vinyl benzyl chloride, brosyl styrene, and N-chloroethyl)maleimide; and (C) from about 0 to about 95 mole percent recurring units of a monomer which is copolymerizable with (A) and (B) and is selected from the group consisting of: styrene, α-methyl styrene, α-ethyl styrene, p-methyl styrene, t-butyl styrene, methyl acrylate, n-butyl acrylate, methyl methacrylate, n-butyl methacrylate, norbornyl acrylate, norbornyl methacrylate, phenyl acrylate, phenyl methacrylate, isobutyl methacrylate and isobornyl methacrylate; with the proviso that if (A) is either N-carbamyl maleimide or maleimide then (B) cannot solely be a vinyl phosphonate monomer.
Claim 22
Dependent Claim
211 words
A char forming polymer which consists essentially of: (A) from about 2.5 to about 50 mol percent recurring units of a monomer which is capable of undergoing tautomerization selected from the group consisting of: N-carbamyl maleimide, maleamic acid, acrylamide, methacrylamide N-carbamyl maleamic acid, n-hexyl maleamic acid, maleamic acid diamine, N-carbamyl acrylamide, N-carbamyl methacrylamide, N-methyl acrylamide, maleimide, N-phenyl methacrylamide, N-methyl maleamic acid, and N-phenyl maleamic acid; (B) from about 2.5 to about 50 mol percent recurring units of a monomer which is capable of undergoing a neucleophilic substitution reaction by (A) and selected from the group consisting of: dibromostyrene, monobromostyrene, tribromostyrene, bis(beta-chloroethyl) vinyl phosphonate, N-(Tribromophenyl)maleimide, N-monobromo phenyl)malemide, N-(dibromo phenyl)maleimide, tosyl styrene, mesyl styrene, dibromo α-methyl styrene, dibromo methyl styrene, bis(beta-bromoethyl) vinyl phosphonate, N-(tosyl phenyl)maleimide, vinyl benzyl chloride, brosyl styrene, and N-chloroethyl)maleimide; and (C) from about 0 to about 95 mole percent recurring units of a monomer which is copolymerizable with (A) and (B) and is selected from the group consisting of: styrene, α-methyl styrene, α-ethyl styrene, p-methyl styrene, t-butyl styrene, methyl acrylate, n-butyl acrylate, methyl methacrylate, n-butyl methacrylate, norbornyl acrylate, norbornyl methacrylate, phenyl acrylate, phenyl methacrylate, isobutyl methacrylate and isobornyl methacrylate; with the proviso that if (A) is either N-carbamyl maleimide or maleimide then (B) cannot solely be a vinyl phosphonate monomer.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-02-17 | 1989-08-19 | 1990-02-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-02-17 | 1993-08-19 | 1994-02-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-02-17 | 1997-08-19 | 1998-02-18 | $7700.00 | Window Closed / Lapsed |