US4080493A
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US
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Process for production of the maleic anhydride adduct of a liquid polymer
Assignee: Sumitomo Chemical Co Ltd
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Filing: 1976-10-19
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Granted: 1978-03-21
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Expires: 1996-10-19
Abstract
Abstract A process for production of the maleic anhydride adduct of a liquid polymer having a maleic anhydride addition amount of 2 to 70% by weight, which comprises reacting a liquid polymer having a molecular weight of 150 to 5,000 and a viscosity of 2 to 50,000 cp at 30 DEG C in the presence of at least one compound, as a gelation inhibitor, selected from the group consisting of imidazoles, thiazoles, metallic salts of mercaptothiazoles, urea derivatives, naphthylamines, nitrosamines, iron, iron compounds and specific halogen compounds, said liquid polymer being selected from the group consisting of liquid polybutadienes, liquid polyisoprenes and liquid copolymers comprising units of butadiene or isoprene and units of at least one compound selected from the group consisting of other diolefins, olefins and aromatic vinyl compounds.
Inventors
- 👤 Seimei Yasui
- 👤 Takao Oshima
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 23:30
CPC Classifications
C; C08; C08C; C08C19/00; C08C19/28; C08F; C08F279/00; C08F279/02
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
114 words
A process for production of the maleic anhydride adducts of a liquid polymer having a maleic anhydride addition amount of 2 to 70% by weight, which comprises reacting a liquid polymer having a molecular weight of 150 to 5,000 and a viscosity of 2 to 50,000 centipoise at 30° C, said liquid polymer being selected from the group consisting of liquid polybutadienes, liquid polyisoprenes and liquid copolymers comprising units of butadiene or isoprene and units of at least one compound selected from the group consisting of other diolefins, olefins and aromatic vinyl compounds, with maleic anhydride in the presence of at least one compound, as a gelation inhibitor, selected from the group consisting of:
Claim 2
Dependent Claim
114 words
A process for production of the maleic anhydride adducts of a liquid polymer having a maleic anhydride addition amount of 2 to 70% by weight, which comprises reacting a liquid polymer having a molecular weight of 150 to 5,000 and a viscosity of 2 to 50,000 centipoise at 30° C, said liquid polymer being selected from the group consisting of liquid polybutadienes, liquid polyisoprenes and liquid copolymers comprising units of butadiene or isoprene and units of at least one compound selected from the group consisting of other diolefins, olefins and aromatic vinyl compounds, with maleic anhydride in the presence of at least one compound, as a gelation inhibitor, selected from the group consisting of:
Claim 3
Dependent Claim
28 words
imidazoles of the formula: ##STR7## wherein R 1 , R 2 and R 3 are each hydrogen, alkyl having 1 to 8 carbon atoms or halogen and mercapto
Claim 4
Dependent Claim
28 words
imidazoles of the formula: ##STR7## wherein R 1 , R 2 and R 3 are each hydrogen, alkyl having 1 to 8 carbon atoms or halogen and mercapto
Claim 7
Dependent Claim
76 words
thiazoles of the formula: ##STR8## wherein R 4 , R 5 and R 6 are each hydrogen, alkyl having 1 to 8 carbon atoms, halogen or phenyl and X' is hydrogen, alkyl having 1 to 8 carbon atoms, phenyl, halogen, mercapto, hydroxyl or hydroxymethyl, or a group of the formula: -SNR 7 R 8 , in which R 7 and R 8 are each hydrogen, alkyl having 1 to 8 carbon atom or an alicyclic group;
Claim 8
Dependent Claim
76 words
thiazoles of the formula: ##STR8## wherein R 4 , R 5 and R 6 are each hydrogen, alkyl having 1 to 8 carbon atoms, halogen or phenyl and X' is hydrogen, alkyl having 1 to 8 carbon atoms, phenyl, halogen, mercapto, hydroxyl or hydroxymethyl, or a group of the formula: -SNR 7 R 8 , in which R 7 and R 8 are each hydrogen, alkyl having 1 to 8 carbon atom or an alicyclic group;
Claim 11
Dependent Claim
38 words
metal salts of mercaptothiazoles of the formula: ##STR9## wherein R 9 , R 10 and R 11 are each hydrogen, alkyl having 1 to 8 carbon atoms, halogen or phenyl and M is zinc, aluminum, magnesium or calcium;
Claim 12
Dependent Claim
38 words
metal salts of mercaptothiazoles of the formula: ##STR9## wherein R 9 , R 10 and R 11 are each hydrogen, alkyl having 1 to 8 carbon atoms, halogen or phenyl and M is zinc, aluminum, magnesium or calcium;
Claim 15
Dependent Claim
32 words
urea derivatives of the formula: ##STR10## wherein R 12 and R 13 are each hydrogen, alkyl having 1 to 8 carbon atoms or phenyl and sulfur, and inorganic or organic acid salts
Claim 16
Dependent Claim
32 words
urea derivatives of the formula: ##STR10## wherein R 12 and R 13 are each hydrogen, alkyl having 1 to 8 carbon atoms or phenyl and sulfur, and inorganic or organic acid salts
Claim 17
Dependent Claim
31 words
thereof and acid anhydride adducts thereof. 2. A method according to claim 1, wherein the gelation inhibitor is an imidazole compound selected from the group consisting of 2-mercaptoimidazole, 2-mercapto-4-methylimidazole, 2-mercapto-4,5-dimethylimidazole, 2-mercapto-4-phenylimidazole,
Claim 18
Dependent Claim
40 words
2-mercaptobenzimidazole and 2-mercapto-5-methylbenzimidazole. 3. A method according to claim 1, wherein the gelation inhibitor is a thiazole compound selected from the group consisting of benzthiazole, 2-ethylbenzthiazole, 2-methylbenzthiazole, 2-phenylbenzthiazole, 2-chlorobenzthiazole, 2-hydroxybenzthiazole, 2-hydroxy-5-methylbenzthiazole, 2-aminobenzthiazole, 2-amino-6-methylbenzthiazole, 2-mercaptobenzthiazole, N-ethylbenzthiazylsulfenamide, N-propylbenzthiazylsulfenamide, N-butylbenzthiazylsulfenamide, N-octylbenzthiazylsulfenamide, N-cyclohexylbenzthiazylsulfenamide and
Claim 19
Dependent Claim
34 words
N-oxydiethylenebenzthiazylsulfenamide. 4. A method according to claim 1, wherein the gelation inhibitor is diphenylthiorurea, or a hydrochloride, sulfate, carbonate, acetate or oxalate thereof, or an acetic anhydride, phthalic anhydride or maleic anhydride adduct thereof.
Claim 20
Dependent Claim
173 words
A process for the production of the maleic anhydride adducts of a liquid polymer having a maleic anhydride addition amount of 2 to 70% by weight, which comprises reacting a liquid polymer having a molecular weight of 150 to 5,000 and a viscosity of 2 to 50,000 centipoise at 30° C., said liquid polymer being selected from the group consisting of liquid polybutadienes, liquid polyisoprenes and liquid copolymers comprising units of butadiene or isoprene and units of at least one compound selected from the group consisting of other diolefins, olefins and aromatic vinyl compounds, with maleic anhydride in the presence of at least one compound, as a gelation inhibitor, selected from the group consisting of metal salts of mercaptothiazoles of the formula: or a hydrochloride, sulfate, carbonate, acetate or oxalate thereof, or an acetic anhydride, phthalic anhydride or maleic anhydride adduct thereof. ##STR11## wherein R 9 , R 10 and R 11 are each hydrogen, alkyl having 1 to 8 carbon atoms, halogen or phenyl and M is zinc, aluminum, magnesium or calcium.
Claim 21
Dependent Claim
173 words
A process for the production of the maleic anhydride adducts of a liquid polymer having a maleic anhydride addition amount of 2 to 70% by weight, which comprises reacting a liquid polymer having a molecular weight of 150 to 5,000 and a viscosity of 2 to 50,000 centipoise at 30° C., said liquid polymer being selected from the group consisting of liquid polybutadienes, liquid polyisoprenes and liquid copolymers comprising units of butadiene or isoprene and units of at least one compound selected from the group consisting of other diolefins, olefins and aromatic vinyl compounds, with maleic anhydride in the presence of at least one compound, as a gelation inhibitor, selected from the group consisting of metal salts of mercaptothiazoles of the formula: or a hydrochloride, sulfate, carbonate, acetate or oxalate thereof, or an acetic anhydride, phthalic anhydride or maleic anhydride adduct thereof. ##STR11## wherein R 9 , R 10 and R 11 are each hydrogen, alkyl having 1 to 8 carbon atoms, halogen or phenyl and M is zinc, aluminum, magnesium or calcium.
Claim 22
Dependent Claim
24 words
A method according to claim 5, wherein the amount of the gelation inhibitor is 0.001 to 5% by weight based on the liquid polymer.
Claim 23
Dependent Claim
24 words
A method according to claim 6, wherein the amount of the gelation inhibitor is 0.005 to 0.5% by weight based on the liquid polymer.
Claim 24
Dependent Claim
23 words
A method according to claim 5, wherein the addition reaction is carried out at 120° to 230° C for 1 to 10 hours.
Claim 25
Dependent Claim
15 words
A method according to claim 8, wherein the reaction temperature is 170° to 210° C.
Claim 26
Dependent Claim
45 words
A method according to claim 5, wherein the gelation inhibitor is a metal salt of a mercaptothiazole selected from the group consisting of the zinc salts, calcium salts, magnesium salts and aluminum salts of 2-mercaptothiazole, 2-mercapto-4-methylthiazole, 2-mercapto-5-methylthiazole, 2-mercapto-4,5-dimethylthiazole, 2-mercapto-4-ethylthiazole, 2-mercapto-4-chlorothiazole, 2-mercapto-4-phenylthiazole, 2-mercapto-4-methyl-5-phenylthiazole, 2-mercaptocyclohexenothiazole and 2-mercaptobenzthiazole.
References Cited (Backward Citations)
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US3546184A
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-03-20 | 1981-09-19 | 1982-03-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-03-20 | 1985-09-19 | 1986-03-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-03-20 | 1989-09-19 | 1990-03-21 | $7700.00 | Window Closed / Lapsed |