US4405754A
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US
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Haze-free, clear, impact-resistant resinous polymers
Assignee: Phillips Petroleum Co
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Filing: 1982-01-13
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Granted: 1983-09-20
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Expires: 2002-01-13
Abstract
Abstract Haze-free, clear, impact-resistant resinous copolymers are produced by coupling polymer-lithium with a mixture of coupling agents wherein one is a lactone such as butyrolactone and the other is a halo-silane such as phenyltrichlorosilane. The combination of coupling agents reduces haze, yet maintains clarity and impact resistance of the resulting coupled polymer.
Inventors
- 👤 George A. Moczygemba
- 👤 Kishore Udipi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 19:35
CPC Classifications
C; C08; C08C; C08C19/00; C08C19/30; C08C19/42; C08C19/44; C08G; C08G81/00; C08G81/02; C08G81/021; C08G81/022
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
89 words
In a process of coupling an alkali metal-terminated polymer derived from the solution polymerization of at least one conjugated diene, monovinylarene, or both, the improvement which comprises employing an effective amount of coupling agents comprising at least one lactone and at least one halosilane wherein said halosilane contains at least two halogen atoms per molecule; and wherein the total amount of said coupling agents is in the range of about 0.2 to 20 mhm, and the mole ratio of lactone:halosilane is in the range of about 1:5 to 20:1.
Claim 2
Dependent Claim
89 words
In a process of coupling an alkali metal-terminated polymer derived from the solution polymerization of at least one conjugated diene, monovinylarene, or both, the improvement which comprises employing an effective amount of coupling agents comprising at least one lactone and at least one halosilane wherein said halosilane contains at least two halogen atoms per molecule; and wherein the total amount of said coupling agents is in the range of about 0.2 to 20 mhm, and the mole ratio of lactone:halosilane is in the range of about 1:5 to 20:1.
Claim 3
Dependent Claim
64 words
The process according to claim 1 wherein said lactone is represented by the general formula ##STR3## wherein R' is selected from hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, or combination radical; R" is hydrogen, R', or ##STR4## n is an integer of 1, 2, 3, 4, or 5; and the total carbon atoms in R' and R" together in the range of 1 to 12.
Claim 4
Dependent Claim
17 words
The process according to claim 1 wherein said halosilane is selected from silicon halides, silanes, and disilanes.
Claim 5
Dependent Claim
35 words
The process according to claim 1 wherein said lactone is selected from the group consisting of β-propiolactone, γ-butyrolactone, δ-valerolactone, ε-caprolactone, and lactones corresponding to the acids 2-methyl-3-hydroxypropionic acid, 3-benzyl-3-hydroxypropionic acid, 3-(3,5-diethylcyclohexyl)-5-ethyl-6-hydroxycaproic acid, and 2,2-dimethyl-4-propenyl-3-hydroxy-3,5-heptadienoic acid.
Claim 6
Dependent Claim
27 words
The process according to claim 3 wherein said halosilane is selected from the group consisting of silicon tetrahalide, dimethyldichlorosilane, methyltrichlorosilane, trichlorosilane, methyldichlorosilane, phenyltrichlorosilane, hexachlorodisilane, and silicon tetrachloride.
Claim 7
Dependent Claim
34 words
The process according to claim 5 employing a total of coupling agents in the range of about 1 to 5 mhm, and said mole ratio is in the range of about 1:1 to 5:1.
Claim 8
Dependent Claim
13 words
The process according to claim 6 employing a mole ratio of about 3:1.
Claim 9
Dependent Claim
24 words
The process according to claim 6 wherein said conjugated diene is selected from the group consisting of 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, piperylene, 3-butyl-1,3-octadiene, and 2-phenyl-1,3-butadiene.
Claim 10
Dependent Claim
27 words
The process according to claim 8 wherein said monovinylarene is selected from the group consisting of α-methylstyrene, 1-vinylnaphthalene, 2-vinylnaphthalene, 3-methylstyrene, 4-n-propylstyrene, 4-cyclohexylstyrene, 4-dodecylstyrene, 3-ethyl-4-benzylstyrene, 4-p-tolylstyrene, and 4-(4-phenyl-n-butyl)styrene.
Claim 11
Dependent Claim
25 words
The process according to claim 9 wherein said polymerization employs both a conjugated diene and a monovinylarene, and the resulting product is a resinous copolymer.
Claim 12
Dependent Claim
20 words
The process according to claim 1, 6, 7, 8, 9, or 10, wherein said coupling agents are ε-caprolactone and phenyltrichlorosilane.
Claim 13
Dependent Claim
142 words
In a process of coupling an alkali metal-terminated polymodal resinous copolymer derived from the solution polymerization of at least one conjugated diene and at least one monovinylarene, the improvement which comprises employing coupling agents comprising at least one lactone and at least one halosilane wherein said halosilane contains at least two halogen atoms per molecule; and wherein the amount of said combination is in the range of about 0.2 to 20 mhm; wherein said lactone is represented by the general formula ##STR5## wherein R' is selected from hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, or combination radical; R" is hydrogen, R', or ##STR6## n is an integer of 1, 2, 3, 4, or 5; and the total carbon atoms in R' and R" together in the range of 1 and 12; and wherein said halosilane is selected from silicon halides, silanes, and disilane.
Claim 14
Dependent Claim
142 words
In a process of coupling an alkali metal-terminated polymodal resinous copolymer derived from the solution polymerization of at least one conjugated diene and at least one monovinylarene, the improvement which comprises employing coupling agents comprising at least one lactone and at least one halosilane wherein said halosilane contains at least two halogen atoms per molecule; and wherein the amount of said combination is in the range of about 0.2 to 20 mhm; wherein said lactone is represented by the general formula ##STR5## wherein R' is selected from hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, or combination radical; R" is hydrogen, R', or ##STR6## n is an integer of 1, 2, 3, 4, or 5; and the total carbon atoms in R' and R" together in the range of 1 and 12; and wherein said halosilane is selected from silicon halides, silanes, and disilane.
Claim 15
Dependent Claim
57 words
The process according to claim 12 wherein said lactone is selected from the group consisting of β-propiolactone, γ-butyrolactone, δ-valerolactone, ε-caprolactone, and lactones corresponding to the acids 2-methyl-3-hydroxypropionic acid, 3-benzyl-3-hydroxypropionic acid, 3-(3,5-diethylcyclohexyl)-5-ethyl-6-hydroxycaproic acid, and 2,2-dimethyl-4-propenyl-3-hydroxy-3,5-heptadienoic acid; and wherein said halosilane is selected from the group consisting of silicon tetrahalide, dimethyldichlorosilane, methyltrichlorosilane, trichlorosilane, methyldichlorosilane, phenyltrichlorosilane, hexachlorodisilane, and silicon tetrachloride.
Claim 16
Dependent Claim
20 words
The process according to claim 13 employing a mole ratio of lactone:halosilane in the range of about 1:5 to 20:1.
Claim 17
Dependent Claim
35 words
The process according to claim 14 employing a total of said coupling agents in the range of about 1 to 5 mhm, and said mole ratio is in the range of about 1:1 to 5:1.
Claim 18
Dependent Claim
46 words
The process according to claim 15 wherein said conjugated diene is selected from the group consisting of 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, piperylene, 3-butyl-1,3-octadiene, and 2-phenyl-1,3-butadiene; and wherein said monovinylarene is selected from the group consisting of α-methylstyrene, 1-vinylnaphthalene, 2-vinylnaphthalene, 3-methylstyrene, 4-n-propylstyrene, 4-cyclohexylstyrene, 4-dodecylstyrene, 3-ethyl-4-benzylstyrene, 4-p-tolylstyrene, and 4-(4-phenyl-n-butyl)styrene.
Claim 19
Dependent Claim
32 words
The process according to claim 16 wherein said conjugated diene is butadiene, said monovinylarene is styrene; and wherein said coupling agents are ε-caprolactone and phenyltrichlorosilane employing a mole ratio of about 3:1.
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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) | 1986-09-19 | 1987-03-21 | 1987-09-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-19 | 1991-03-21 | 1991-09-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-19 | 1995-03-21 | 1995-09-20 | $7700.00 | Window Closed / Lapsed |