US4298508A
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Polymer curing system, air-curable composition and method of preparing the composition
Assignee: Phillips Petroleum Co
•
Filing: 1980-06-12
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Granted: 1981-11-03
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Expires: 2000-06-12
Abstract
Abstract A mercaptan-containing compound and a particular curing package comprise a composition which is curable on exposure to an atmosphere containing oxygen.
Inventors
- 👤 Charles M. Lamb, III
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 04:23
CPC Classifications
C; C09; C09K; C09K3/00; C09K3/10; C09K3/1006; C09K3/1012; C08; C08G; C08G75/00; C08G75/14; C08K; C08K5/00; C08K5/36; C08K5/39; C08L; C08L81/00; C08L81/04; C09K2200/00; C09K2200/02; C09K2200/0239; C09K2200/0243; C09K2200/0247
Claims Analysis
Total Claims: 44
Claim 1
Independent Claim
177 words
A method comprising combining at least one type A compound and at least one type B compound, wherein said at least one type A compound is represented by the formula ##STR4## wherein M is selected from the group consisting of metals in groups IA, IB, IIA, IVA, VA, and VIA of the periodic table, wherein x is an integer between 1 and 4, inclusive, and wherein Z is selected from the group consisting of (1) an amino group having the formula H 2 N--, (2) a disubstituted amino group having the formula RR'N--, (3) a monosubstituted amino group having the formula HRN--, and (4) a heterocyclic amino group, wherein R and R' can be the same or different and each comprises a hydrocarbyl group having from 1 to about 18 carbon atoms, and wherein said at least one type B compound is selected from the group consisting of Group VIIB metal compounds of carboxylic acids, Group VIII metal compounds of carboxylic acids, Group VIIB metal compounds of beta diketones, and Group VIII metal compounds of beta diketones.
Claim 2
Independent Claim
177 words
A method comprising combining at least one type A compound and at least one type B compound, wherein said at least one type A compound is represented by the formula ##STR4## wherein M is selected from the group consisting of metals in groups IA, IB, IIA, IVA, VA, and VIA of the periodic table, wherein x is an integer between 1 and 4, inclusive, and wherein Z is selected from the group consisting of (1) an amino group having the formula H 2 N--, (2) a disubstituted amino group having the formula RR'N--, (3) a monosubstituted amino group having the formula HRN--, and (4) a heterocyclic amino group, wherein R and R' can be the same or different and each comprises a hydrocarbyl group having from 1 to about 18 carbon atoms, and wherein said at least one type B compound is selected from the group consisting of Group VIIB metal compounds of carboxylic acids, Group VIII metal compounds of carboxylic acids, Group VIIB metal compounds of beta diketones, and Group VIII metal compounds of beta diketones.
Claim 3
Dependent Claim
54 words
A method as in claim 1 wherein the at least one type A compound is selected from the group consisting of sodium monoethyldithiocarbamate, sodium di-n-butyldithiocarbamate, calcium diethyldithiocarbamate, cadmium diethyldithiocarbamate, bismuth dimethyldithiocarbamate, copper dimethyldithiocarbamate, zinc monomethyldithiocarbamate, zinc diethyldithiocarbamate, zinc dibutyldithiocarbamate, zinc dibenzyldithiocarbamate, lead dimethyldithiocarbamate, selenium diethyldithiocarbamate, tellurium diethyldithiocarbamate, zinc ethylphenyldithiocarbamate, zinc dithiocarbamate, and calcium dithiocarbamate.
Claim 4
Dependent Claim
64 words
A method as in claim 1 wherein the at least one type B compound contains at least one cation selected from the group consisting of manganese, iron, cobalt and nickel cations and at least one anion selected from the group consisting of propionate, butyrate, pentanoate, hexanoate, octanoate, ethylhexanoate, decanoate, dodecanoate, oxalate, malonate, succinate, glutarate, adipate, pimelate, suberate, azelate, sebacate, 2,4-pentanedionate, 2,4-heptanedionate and 2,4-octanedionate anions.
Claim 5
Dependent Claim
64 words
A method as in claim 2 wherein the at least one type B compound contains at least one cation selected from the group consisting of manganese, iron, cobalt and nickel cations and at least one anion selected from the group consisting of propionate, butyrate, pentanoate, hexanoate, octanoate, ethylhexanoate, decanoate, dodecanoate, oxalate, malonate, succinate, glutarate, adipate, pimelate, suberate, azelate, sebacate, 2,4-pentanedionate, 2,4-heptanedionate and 2,4-octanedionate anions.
Claim 6
Dependent Claim
27 words
A method as in claim 4 wherein the type A compound is selected from the group consisting of zinc monomethyldithiocarbamate, zinc diethyldithiocarbamate, zinc dibutyldithiocarbamate and zinc dibenzyldithiocarbamate.
Claim 7
Dependent Claim
22 words
A method as in claim 5 wherein said type A compound is zinc dibutyldithiocarbamate and wherein type B compound is manganese(II)-2-ethyl hexanoate.
Claim 8
Dependent Claim
40 words
A method as in claim 1 wherein from 0.05-10 parts by weight of the at least one type A compound is combined with each 0.005-1.0 parts by weight based on metal content of the at least one type B compound.
Claim 9
Dependent Claim
40 words
A method as in claim 7 wherein from 0.5-5 parts by weight of the at least one type A compound is combined with each 0.05--0.5 parts by weight based on metal content of the at least one type B compound.
Claim 10
Dependent Claim
114 words
A method as in claim 8 wherein the at least one type B compound is selected from the group consisting of compounds represented by the formula ##STR5## wherein M' is selected from the group consisting of Group VIIB and Group VIII metals, wherein R" is hydrocarbyl having from 1 to about 18 carbon atoms and wherein y is 2 or 3, and compounds represented by the formula: ##STR6## wherein M' is selected from the group consisting of Group VIIB and Group VIII metals, wherein each R'" can be the same or different and is hydrocarbyl having from 1 to about 18 carbon atoms, and wherein y is an integer between 1 and 3, inclusive.
Claim 11
Independent Claim
179 words
A method comprising combining a mercaptan-containing material with at least one type A compound and at least one type B compound, wherein said at least one type A compound is represented by the formula ##STR7## wherein M is selected from the group consisting of metals in groups IA, IB, IIA, IVA, VA, and VIA of the periodic table, wherein x is an integer between 1 and 4, inclusive, and wherein Z is selected from the group consisting of (1) an amino group having the formula H 2 N--, (2) a disubstituted amino group having the formula RR'N--, (3) a monosubstituted amino group having the formula HRN--, and (4) a heterocyclic amino group, wherein R and R' can be the same or different and each is hydrocarbyl having from 1 to about 18 carbon atoms, and wherein said at least one type B compound is selected from the group consisting of Group VIIB metal compounds of carboxylic acids, Group VIII metal compounds of carboxylic acids, Group VIIB metal compounds of beta diketones, and Group VIII metal compounds of beta diketones.
Claim 12
Independent Claim
179 words
A method comprising combining a mercaptan-containing material with at least one type A compound and at least one type B compound, wherein said at least one type A compound is represented by the formula ##STR7## wherein M is selected from the group consisting of metals in groups IA, IB, IIA, IVA, VA, and VIA of the periodic table, wherein x is an integer between 1 and 4, inclusive, and wherein Z is selected from the group consisting of (1) an amino group having the formula H 2 N--, (2) a disubstituted amino group having the formula RR'N--, (3) a monosubstituted amino group having the formula HRN--, and (4) a heterocyclic amino group, wherein R and R' can be the same or different and each is hydrocarbyl having from 1 to about 18 carbon atoms, and wherein said at least one type B compound is selected from the group consisting of Group VIIB metal compounds of carboxylic acids, Group VIII metal compounds of carboxylic acids, Group VIIB metal compounds of beta diketones, and Group VIII metal compounds of beta diketones.
Claim 13
Dependent Claim
13 words
A method as in claim 10 wherein the mercaptan-containing material is a polymer.
Claim 14
Dependent Claim
23 words
A method as in claim 11 wherein the molecular weight of said polymer lies within the range from about 100 to about 100,000.
Claim 15
Dependent Claim
18 words
A method as in claim 12 wherein the molecular weight of said polymer is greater than about 10,000.
Claim 16
Dependent Claim
15 words
A as in claim 13 wherein said polymer is a liquid at about room temperature.
Claim 17
Dependent Claim
21 words
A method as in claim 14 wherein said liquid mercaptan-containing polymer contains sulfide linkages, the majority of which are mono-sulfide linkages.
Claim 18
Dependent Claim
14 words
A method as in claim 15 wherein said liquid mercaptan-containing polymer is a poly(oxyalkylene)-polyester-poly(monosulfide)-polythiol.
Claim 19
Dependent Claim
39 words
A method as in claim 16 wherein said poly(oxyalkylene)-polyester-poly(monosulfide)-polythiol has a molecular weight within the range from about 12,000 to about 15,000 and an average mercaptan functionality per molecule lying within the range from about 3 to about 5.
Claim 20
Dependent Claim
54 words
A method as in claim 14 wherein the at least one type A compound is selected from the group consisting of sodium monoethyldithiocarbamate, sodium di-n-butyldithiocarbamate, calcium diethyldithiocarbamate, cadmium diethyldithiocarbamate, bismuth dimethyldithiocarbamate, copper dimethyldithiocarbamate, zinc monomethyldithiocarbamate, zinc diethyldithiocarbamate, zinc dibutyldithiocarbamate, zinc dibenzyldithiocarbamate, lead dimethyldithiocarbamate, selenium diethyldithiocarbamate, tellurium diethyldithiocarbamate, zinc ethylphenyldithiocarbamate, zinc dithiocarbamate, and calcium dithiocarbamate.
Claim 21
Dependent Claim
114 words
A method as in claim 18 wherein said at least one type B compound is selected from the group consisting of compounds represented by the formula: ##STR8## wherein M' is selected from the group consisting of Group VIIB and Group VIII metals, wherein R" is hydrocarbyl having from 1 to about 18 carbon atoms, and wherein y is 2 or 3, and compounds represented by the formula: ##STR9## wherein M' is selected from the group consisting of Group VIIB and Group VIII metals, wherein each R'" can be the same or different and is hydrocarbyl having from 1 to about 18 carbon atoms, and wherein y is an integer between 1 and 3, inclusive.
Claim 22
Dependent Claim
64 words
A method as in claim 19 wherein the at least one type B compound contains at least one cation selected from the group consisting of manganese, iron, cobalt and nickel cations and at least one anion selected from the group consisting of propionate, butyrate, pentanoate, hexanoate, octanoate, ethylhexanoate, decanoate, dodecanoate, oxalate, malonate, succinate, glutarate, adipate, pimelate, suberate, azelate, sebacate, 2,4-pentanedionate, 2,4-heptanedionate and 2,4-octanedionate anions.
Claim 23
Dependent Claim
64 words
A method as in claim 18 wherein the at least one type B compound contains at least one cation selected from the group consisting of manganese, iron, cobalt and nickel cations and at least one anion selected from the group consisting of propionate, butyrate, pentanoate, hexanoate, octanoate, ethylhexanoate, decanoate, dodecanoate, oxalate, malonate, succinate, glutarate, adipate, pimelate, suberate, azelate, sebacate, 2,4-pentanedionate, 2,4-heptanedionate and 2,4-octanedionate anions.
Claim 24
Dependent Claim
51 words
A method as in claim 21 wherein from about 0.05 to about 10 parts by weight of the type A compound and about 0.005 to about 1.0 parts by weight based on metal content of the type B compound are combined with each 100 parts by weight of the mercaptan-containing material.
Claim 25
Dependent Claim
51 words
A method as in claim 22 wherein from about 0.5 to about 5 parts by weight of the type A compound and about 0.05 to about 0.5 parts by weight based on metal content of the type B compound are combined with each 100 parts by weight of the mercaptan-containing material.
Claim 26
Dependent Claim
22 words
A method as in claim 23 further comprising contacting the combined type A compound, type B compound and mercaptan-containing material with oxygen.
Claim 27
Dependent Claim
26 words
A method as in claim 23 further comprising combining a compound selected from the group consisting of calcium oxide and calcium peroxide with the mercaptan-containing material.
Claim 28
Dependent Claim
66 words
A method as in claim 23 further comprising combining with each 100 parts by weight of the mercaptan-containing material, from about 50 to about 300 parts by weight of fillers and pigments, from about 2 to about 20 parts by weight of plasticizer, from about 1 to about 10 parts by weight of thickener, and from about 0.1 to about 5 parts by weight of antioxidant.
Claim 29
Dependent Claim
14 words
A method as in claim 26 further comprising contacting the combined materials with oxygen.
Claim 30
Independent Claim
186 words
A method comprising contacting a composition comprising a mercaptan-containing polymer combined with at least one type A compound and at least one type B compound with a free oxygen-containing gas, wherein said at least one type A compound represented by the formula ##STR10## wherein M is selected from the group consisting of metals in groups IA, IB, IIA, IVA, VA, and VIA of the periodic table, wherein x is an integer between 1 and 4, inclusive, and wherein Z is selected from the group consisting of (1) an amino group having the formula H 2 N--, (2) a disubstituted amino group having the formula RR'N--, (3) a monosubstituted amino group having the formula HRN--, and (4) a heterocyclic amino group, wherein R and R' can be the same or different and each comprises hydrocarbyl having from 1 to about 18 carbon atoms, and wherein said type B compound is a compound selected from the group consisting of Group VIIB metal compounds of carboxylic acids, Group VIII metal compounds of carboxylic acids, Group VIIB metal compounds of beta diketones, and Group VIII metal compounds of beta diketones.
Claim 31
Independent Claim
186 words
A method comprising contacting a composition comprising a mercaptan-containing polymer combined with at least one type A compound and at least one type B compound with a free oxygen-containing gas, wherein said at least one type A compound represented by the formula ##STR10## wherein M is selected from the group consisting of metals in groups IA, IB, IIA, IVA, VA, and VIA of the periodic table, wherein x is an integer between 1 and 4, inclusive, and wherein Z is selected from the group consisting of (1) an amino group having the formula H 2 N--, (2) a disubstituted amino group having the formula RR'N--, (3) a monosubstituted amino group having the formula HRN--, and (4) a heterocyclic amino group, wherein R and R' can be the same or different and each comprises hydrocarbyl having from 1 to about 18 carbon atoms, and wherein said type B compound is a compound selected from the group consisting of Group VIIB metal compounds of carboxylic acids, Group VIII metal compounds of carboxylic acids, Group VIIB metal compounds of beta diketones, and Group VIII metal compounds of beta diketones.
Claim 32
Dependent Claim
13 words
A method as in claim 28 wherein the free oxygen-containing gas is air.
Claim 33
Dependent Claim
45 words
A method as in claim 29 wherein the composition contains from 0.05-10 parts by weight of the type A compound and from 0.005-1.0 parts by weight based on metal content of the type B compound per each 100 parts by weight of the mercaptan-containing polymer.
Claim 34
Dependent Claim
45 words
A method as in claim 30 wherein the composition contains from 0.5-5 parts by weight of the type A compound and from 0.05-0.5 parts by weight based on metal content of the type B compound for each 100 parts by weight of the mercaptan-containing polymer.
Claim 35
Dependent Claim
54 words
A method as in claim 30 wherein the at least one type A compound is selected from the group consisting of sodium monoethyldithiocarbamate, sodium di-n-butyldithiocarbamate, calcium diethyldithiocarbamate, cadmium diethyldithiocarbamate, bismuth dimethyldithiocarbamate, copper dimethyldithiocarbamate, zinc monomethyldithiocarbamate, zinc diethyldithiocarbamate, zinc dibutyldithiocarbamate, zinc dibenzyldithiocarbamate, lead dimethyldithiocarbamate, selenium diethyldithiocarbamate, tellurium diethyldithiocarbamate, zinc ethylphenyldithiocarbamate, zinc dithiocarbamate, and calcium dithiocarbamate.
Claim 36
Dependent Claim
123 words
A method as in claim 30 wherein said at least one type B compound is selected from the group consisting of compounds represented by the formula ##STR11## wherein M' is selected from the group consisting of Group VIIB and Group VIII metals, wherein each R" can be the same or different and comprises hydrocarbyl having from 1 to about 18 carbon atoms, and wherein y is 2 or 3, and compounds represented by the formula ##STR12## wherein M' is selected from the group consisting of Group VIIB and Group VIII metals, wherein each R'" can be the same or different and each comprises hydrocarbyl having from 1 to about 18 carbon atoms, and wherein y is an integer between 1 and 3, inclusive.
Claim 37
Dependent Claim
64 words
A method as in claim 32 wherein the at least one type B compound contains at least one cation selected from the group consisting of manganese, iron, cobalt and nickel cations and at least one anion selected from the group consisting of propionate, butyrate, pentanoate, hexanoate, octanoate, ethylhexanoate, decanoate, dodecanoate, oxalate, malonate, succinate, glutarate, adipate, pimelate, suberate, azelate, sebacate, 2,4-pentanedionate, 2,4-heptanedionate and 2,4-octanedionate anions.
Claim 38
Dependent Claim
61 words
A method as in claim 32 wherein the type B compound contains at least one cation selected from the group consisting of manganese, iron, cobalt and nickel cations and at least one anion selected from the group consisting of propionate, butyrate, pentanoate, hexanoate, octanoate, ethylhexanoate, decanoate, dodecanoate, oxalate, malonate, succinate, glutarate, adipate, pimelate, suberate, azelate, sebacate, 2,4-pentanedionate, 2,4-heptanedionate and 2,4-octanedionate anions.
Claim 39
Dependent Claim
24 words
A method as in claim 35 wherein the molecular weight of said polymer lies within the range of from about 100 to about 100,000.
Claim 40
Dependent Claim
18 words
A method as in claim 36 wherein the molecular weight of said polymer is greater than about 10,000.
Claim 41
Dependent Claim
15 words
A as in claim 37 wherein said polymer is a liquid at about room temperature.
Claim 42
Dependent Claim
21 words
A method as in claim 38 wherein said liquid mercaptan-containing polymer contains sulfide linkages, the majority of which are mono-sulfide linkages.
Claim 43
Dependent Claim
14 words
A method as in claim 39 wherein said liquid mercaptan-containing polymer is a poly(oxyalkylene)-polyester-poly(monosulfide)-polythiol.
Claim 44
Dependent Claim
63 words
A method as in claim 40 wherein the composition further comprises about 50 to about 300 parts by weight of fillers and pigments; about 2 to about 20 parts by weight of plasticizer; about 1 to about 10 parts by weight of thickener; and about 0.1 to about 5 parts by weight of antioxidant per 100 parts by weight of the mercaptan-containing material.
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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) | 1984-11-02 | 1985-05-04 | 1985-11-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-02 | 1989-05-04 | 1989-11-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-02 | 1993-05-04 | 1993-11-03 | $7700.00 | Window Closed / Lapsed |