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US4063010A
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Copolymers of olefins or of olefins and non-conjugated dienes with unsaturated derivatives of cyclic imides
Assignee: Societe National Elf Aquitaine
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Filing: 1975-12-03
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Granted: 1977-12-13
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Expires: 1995-12-03
Abstract
Abstract Novel amorphous copolymers of mono-olefins or of mono-olefins and non-conjugated dienes with unsaturated derivatives of imides are disclosed. These copolymers containing from 99.9 to 80% by weight of non-polar units derived from at least two mono-olefins containing 2 to 18 carbon atoms, particularly ethylene and propene or ethylene and butene-1, and possibly one or more non-conjugated dienes, and from 0.1 to 20% units derived from an imide having the formula ##STR1## wherein Z is an alkenyl radical containing 2 to 16 carbon atoms, and A designates a saturated or unsaturated divalent hydrocarbon radical which contains 2 to 12 carbon atoms and which may possibly carry amino, halogeno or carboxyl groups. Some of said copolymers may be used as polymer additives in lubricating compounds to improve their viscosity index and to disperse the slurry which they may contain.
Inventors
- 👤 Gilbert Marie
- 👤 Andre Lang
- 👤 Gilbert Chapelet
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 17:56
CPC Classifications
C; C10; C10M; C10M149/00; C10M149/02; C10M149/06; C08; C08F; C08F210/00; C08F210/16; C08F212/00; C08F212/02; C08F212/04; C08F212/06; C08F255/00; C08F255/02; C08F255/04; C08F210/18; C10M2203/00; C10M2203/06; C10M2205/00; C10M2205/02; C10M2205/026; C10M2207/00; C10M2207/28; C10M2207/282; C10M2207/34; C10M2207/40; C10M2207/402; C10M2207/404; C10M2209/00; C10M2209/10; C10M2209/103; C10M2209/105; C10M2209/108; C10M2209/109; C10M2217/00; C10M2217/02; C10M2217/022; C10M2217/024; C10M2217/028; C10M2217/06; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10M2223/042; C10M2223/06; C10M2223/065; C10M2229/00; C10M2229/02; C10M2229/04; C10M2229/05; C10N; C10N2040/00; C10N2040/02; C10N2040/04; C10N2040/042; C10N2040/044; C10N2040/046; C10N2040/20; C10N2040/22; C10N2040/25; C10N2040/255; C10N2040/26; C10N2070/00; C10N2070/02
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
284 words
A process for obtaining by coordination catalysis a substantially amorphous copolymer containing from 99.9 to about 80% by weight of non-polar units, 80 to 100% of said non-polar units derived from two or more mono-olefins having the formula R--CH═CH 2 wherein R is a hydrogen atom or an alkyl radical having 1 to 16 carbon atoms and up to about 20% are derived from one or more non-conjugated diene selected from the group consisting of 1,4-hexadiene, methyl-2-pentadiene, 1,4-cyclopentadiene, 1,5-cyclooctadiene, tetrahydro-4,7,8,9-indene, bicyclo(3,2,0) heptadiene-2,6, dicyclopentadiene, and alkylidene-5-norbornene-2, and containing from 0.1 to 20% by weight of polar units derived from one or more cyclic imide having the formula ##STR3## wherein Z is an alkenyl radical having 2 to 16 carbon atoms and wherein A is a hydrocarbon radical selected from the group consisting of saturated bivalent hydrocarbon radicals having 2 to 12 carbon atoms, unsaturated bivalent hydrocarbon radicals having 2 to 12 carbon atoms, amino, halogeno and carboxyl substituted bivalent unsaturated hydrocarbon radicals having 2 to 12 carbon atoms which comprises contacting, at a temperature from -80° C to 150° C, a member selected from the group consisting of a mixture of two or more of said mono-olefins, and a mixture of two or more of said mono-olefins with one or more of said non-conjugated dienes, with one or more of said unsaturated imides in the form of a complex formed with a Lewis acid, in the presence of a catalytic system formed by the association of an organometallic compound of one or more elements of the groups I, II and III of the Mendeleev Periodic Table of the Elements with a compound of a transition metal of groups IV to VIII of said Periodic Table.
Claim 2
Dependent Claim
284 words
A process for obtaining by coordination catalysis a substantially amorphous copolymer containing from 99.9 to about 80% by weight of non-polar units, 80 to 100% of said non-polar units derived from two or more mono-olefins having the formula R--CH═CH 2 wherein R is a hydrogen atom or an alkyl radical having 1 to 16 carbon atoms and up to about 20% are derived from one or more non-conjugated diene selected from the group consisting of 1,4-hexadiene, methyl-2-pentadiene, 1,4-cyclopentadiene, 1,5-cyclooctadiene, tetrahydro-4,7,8,9-indene, bicyclo(3,2,0) heptadiene-2,6, dicyclopentadiene, and alkylidene-5-norbornene-2, and containing from 0.1 to 20% by weight of polar units derived from one or more cyclic imide having the formula ##STR3## wherein Z is an alkenyl radical having 2 to 16 carbon atoms and wherein A is a hydrocarbon radical selected from the group consisting of saturated bivalent hydrocarbon radicals having 2 to 12 carbon atoms, unsaturated bivalent hydrocarbon radicals having 2 to 12 carbon atoms, amino, halogeno and carboxyl substituted bivalent unsaturated hydrocarbon radicals having 2 to 12 carbon atoms which comprises contacting, at a temperature from -80° C to 150° C, a member selected from the group consisting of a mixture of two or more of said mono-olefins, and a mixture of two or more of said mono-olefins with one or more of said non-conjugated dienes, with one or more of said unsaturated imides in the form of a complex formed with a Lewis acid, in the presence of a catalytic system formed by the association of an organometallic compound of one or more elements of the groups I, II and III of the Mendeleev Periodic Table of the Elements with a compound of a transition metal of groups IV to VIII of said Periodic Table.
Claim 3
Dependent Claim
11 words
A substantially amorphous copolymer prepared by the process of claim 1.
Claim 4
Dependent Claim
29 words
A copolymer according to claim 2, wherein the N-alkenylated imides from which are derived the polar units are such that the alkenyl radical contains 2 to 8 carbon atoms.
Claim 5
Dependent Claim
55 words
A copolymer according to claim 2, wherein the N-alkenylated imides which cause the formation of the polar units are derived from imides selected from the group consisting of succinimide, glutarimide, maleimide, phthalimide, citraconic imide, hexahydrophthalimide, the imide of the himic anhydride and the imides of the tricarboxylic butane acid and the esters of said acid.
Claim 6
Dependent Claim
39 words
A copolymer according to claim 2, wherein the non polar units are derived from ethylene and a mono-olefin having 3 to 6 carbon atoms or from ethylene, a mono-olefin having 3 to 6 carbon atoms and a non-conjugated diene.
Claim 7
Dependent Claim
22 words
A copolymer according to claim 2, wherein the non polar units are derived from ethylene and propene or from ethylene and butene-1.
Claim 8
Dependent Claim
95 words
A copolymer according to claim 5, containing, by weight, x% units derived from ethylene, y% units resulting from the mono-olefin having 3 to 6 carbon atoms or from the mono-olefin having 3 to 6 carbon atoms and from the non-conjugated diene, and z% units derived from the N-alkenylated imide, the values of x, y and z being such that 5≦x≦75, 5≦y≦85 and 0.1≦z≦20 with (x+y+z)=100, said copolymers further having a reduced viscosity, as measured in a solution at 0.1% in decalin at 135° C, comprised between 0.5 and 2 and a polydispersity less than 5.
Claim 9
Dependent Claim
15 words
A copolymer according to claim 7, wherein said reduced viscosity is between 0.7 and 1.7.
Claim 10
Dependent Claim
12 words
A copolymer according to claim 7, having a polydispersity less than 4.
Claim 11
Dependent Claim
67 words
A copolymer according to claim 7, containing, by weight, x% units derived from ethylene, y% units resulting from propene or butene-1, and z% units derived from one or more of the unsaturated imides, the values x, y and z being such that 20 ≦ x ≦ 75, 20 ≦ y ≦ 75, and 0.15 ≦ z ≦ 15, (x + y + z) being equal to 100.
Claim 12
Dependent Claim
31 words
A copolymer according to claim 2, wherein the catalytic system used is formed by the association of an organoaluminic compound, or the corresponding halogenated compound, and an vanadium halide or oxyhalide.
Claim 13
Dependent Claim
43 words
A copolymer according to claim 2 wherein the copolymerization is carried out in an inert liquid selected from the group consisting of aliphatic, aromatic or cycloaliphatic hydrocarbons and the halogenated derivatives of these hydrocarbons, at a temperature between -30° C and +100° C.
Claim 14
Dependent Claim
39 words
A copolymer according to claim 3 wherein the N-alkenylated imides from which are derived the polar units are such that the alkenyl radical is unsaturated in the Omega position relative to the nitrogen atom to which it is linked.
Claim 15
Dependent Claim
14 words
A copolymer according to claim 2 in which said alkylidene-5-norbornene-2 is methylene-5-norbornene-2 or ethylidene-5-norbornene-2.
Claim 16
Dependent Claim
11 words
A copolymer according to claim 2 wherein said alkylidene-5-norbornene-2 is ethylidene-5-norbornene-2.
Claim 17
Dependent Claim
14 words
A copolymer according to claim 7 having a polydispersity varying between 2 and 3.5.
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) | 1980-12-12 | 1981-06-13 | 1981-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-12 | 1985-06-13 | 1985-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-12 | 1989-06-13 | 1989-12-13 | $7700.00 | Window Closed / Lapsed |