Patent US3928302A successfully refreshed from Google Patents.
US3928302A
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Alkaline earth metal organometallic compounds, their preparation by metallation and catalysts comprising same
Assignee: Aerojet Rocketdyne Holdings Inc
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Filing: 1973-02-01
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Granted: 1975-12-23
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Expires: 1993-02-01
Abstract
Abstract Organometallic compounds of high carbanion yield are parpared by metallation with barium, strontium or calcium or mixture of the same of certain acidic organic compounds having a pKa value of between about 15 and 35 on the MSAD scale in the presence of aprotic polar solvents, e.g., barium reacted with xanthene in 1,2-dimethoxyethane to yield dixanthenyl barium. Such organometallic compounds formed by metal-hydrogen exchange reaction are useful in initiating anionic growth-type polymerization of monomers, e.g., alkylene oxides and vinyl compounds, to form homopolymers and copolymers. The persistence of polymer carbanions created by such catalysts makes possible the controlled preparation of a variety of polymers, including block copolymers.
Inventors
- 👤 Ivan Glen Hargis
- 👤 Russell Anthony Livigni
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 18:34
CPC Classifications
C; C08; C08G; C08G79/00; C08G79/02; C07; C07F; C07F3/00; C08F; C08F36/00; C08F36/02; C08F36/04; C08F4/00; C08F4/42; C08F4/44; C08F4/50; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/62; C08G65/00; C08G65/02; C08G65/04; C08G65/06; C08G65/08; C08G65/10; C08G65/12
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
132 words
THE METHOD WHICH COMPRISES POLYMERIZING AT A TEMPERATURE OF FROM ABOUT -90* TO 100*C. A POLYMERIZABLE MONOMER SELECTED FROM THE GROUP CONSISTING OF METHYL ACRYLATE, ETHYL ACRYLATE, BUTYL ACRYLATE, ETHYL HEXYL ACRYLATE, OCTYL ACRYLATE, METHYL METHACRYLATE, ETHYLL METHACRYLATE, BUTYL METHACRYLATE, METHYL ETHACRYLATE, ETHYL ETHACRYLATE, BUTYL ETHACRYLATE, OCTYL ETHACRYLATE, ACRYLONITRILE, METHACRYLONITRILE, BUTADIENE, ISOPRENE, DIMETHYL BUTADIENE, STYRENE, METAVINYL TOLUENE AND PARAVINYL TOLUENE AND MIXTURES OF THE SAME WITH AT LEAST ONE DIORGANO-METALLIC CATALYST WHERE THE METAL OF SAID CATALYST IS SELECTED FROM THE GROUP CONSISTING OF BARIUM, STRONTIUM AND CALCIUM AND MIXTURES THEREOF AND WHERE THE ORGANIC MOIETY OF SAID CATALYST IS SELECTED FROM THE GROUP CONSISTING OF XANTHENE 9-PHENYL XANTHENE, 9-(ALPHA NAPHTHYL)XANTHEN AND 9-(2METHOXY PHENYL)XANTHENE AND MIXTURES THEREOF, SAID METAL BEING JOINED TO SAID ORGANIC MOIETY BY AN IONIC CARBON TO METAL BOND.
Claim 2
Independent Claim
132 words
THE METHOD WHICH COMPRISES POLYMERIZING AT A TEMPERATURE OF FROM ABOUT -90* TO 100*C. A POLYMERIZABLE MONOMER SELECTED FROM THE GROUP CONSISTING OF METHYL ACRYLATE, ETHYL ACRYLATE, BUTYL ACRYLATE, ETHYL HEXYL ACRYLATE, OCTYL ACRYLATE, METHYL METHACRYLATE, ETHYLL METHACRYLATE, BUTYL METHACRYLATE, METHYL ETHACRYLATE, ETHYL ETHACRYLATE, BUTYL ETHACRYLATE, OCTYL ETHACRYLATE, ACRYLONITRILE, METHACRYLONITRILE, BUTADIENE, ISOPRENE, DIMETHYL BUTADIENE, STYRENE, METAVINYL TOLUENE AND PARAVINYL TOLUENE AND MIXTURES OF THE SAME WITH AT LEAST ONE DIORGANO-METALLIC CATALYST WHERE THE METAL OF SAID CATALYST IS SELECTED FROM THE GROUP CONSISTING OF BARIUM, STRONTIUM AND CALCIUM AND MIXTURES THEREOF AND WHERE THE ORGANIC MOIETY OF SAID CATALYST IS SELECTED FROM THE GROUP CONSISTING OF XANTHENE 9-PHENYL XANTHENE, 9-(ALPHA NAPHTHYL)XANTHEN AND 9-(2METHOXY PHENYL)XANTHENE AND MIXTURES THEREOF, SAID METAL BEING JOINED TO SAID ORGANIC MOIETY BY AN IONIC CARBON TO METAL BOND.
Claim 3
Dependent Claim
20 words
The method according to claim 1 where said catalyst comprises a solution in an aprotic polar solvent of said catalyst.
Claim 4
Dependent Claim
38 words
The method according to claim 2 in which the aprotic polar solvent is selected from the group consisting of dialkoxy alkanes, dialkoxy polyoxyalkanes, peralkyl phosphoramides, alkyl ethers, peralkyl alkylene polyamines and heterocyclic ethers and mixtures of the same.
Claim 5
Dependent Claim
29 words
The method according to claim 3 in which the aprotic solvent additionally contains a hydrocarbon solvent having a pKa value of greater than about 35 on the MSAD scale.
Claim 6
Dependent Claim
41 words
The method according to claim 1 in which the polymerization process is a solvent polymerization process, the monomer being used in an amount to provide a resulting polymer solids content of not greater than about 15% by weight in the solvent.
Claim 7
Dependent Claim
12 words
The method according to claim 1 in which the metal is barium.
Claim 8
Dependent Claim
12 words
The method according to claim 1 in which the metal is strontium.
Claim 9
Dependent Claim
12 words
The method according to claim 1 in which the metal is calcium.
Claim 10
Independent Claim
33 words
The method which comprises polymerizing butadiene at a temperature of from about -90* to 100*C. with at least one catalyst selected from the group consisting of dixanthenyl barium, dixanthenyl strontium and dixanthenyl calcium.
Claim 11
Independent Claim
33 words
The method which comprises polymerizing butadiene at a temperature of from about -90* to 100*C. with at least one catalyst selected from the group consisting of dixanthenyl barium, dixanthenyl strontium and dixanthenyl calcium.
Claim 12
Dependent Claim
12 words
The method according to claim 9 where the catalyst is dixanthenyl barium.
References Cited (Backward Citations)
US3718703A
Cited
US3726933A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-12-22 | 1979-06-23 | 1979-12-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-12-22 | 1983-06-23 | 1983-12-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-12-22 | 1987-06-23 | 1987-12-23 | $7700.00 | Window Closed / Lapsed |