Patent US4124751A successfully refreshed from Google Patents.
US4124751A
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US
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Process for preparing acrylic acid or methacrylic acid ester polymer having a high isotacticity and a narrow molecular weight distribution
Assignee: Hoechst AG
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Filing: 1977-09-01
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Granted: 1978-11-07
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Expires: 1997-09-01
Abstract
Abstract Esters of acrylic acid and methacrylic acid may be polymerized with the aid of either free radical forming or ionically effective initiators. The stereospecificy of the polymers may be influenced by the selection of specific initiators; magnesium-organic compounds are suitable for the synthesis of isotactic polymers. Acrylic acid and methacrylic acid esters having a high degree of isotacticity and a narrow molecular weight distribution are obtained with the aid of substituted phenylmagnesium halides. They are suitable as gauge and as test substances.
Inventors
- 👤 Johann P. Fischer
- 👤 Friedrich Cavagna
- 👤 Eduard Duch
- 👤 Karl-Friedrich Muck
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 23:07
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/12; C08F2/00; C08F2/04; C08F2/06
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
100 words
A process for the preparation of a methacrylic acid or acrylic acid ester polymer having a weight average molecular weight of from 2,000 to 100,000, a range of the molecular weight distribution of less than 1.5 and an isotacticity of at least 90%, which comprises polymerizing a methacrylic acid or acrylic acid C 1 to C 4 alkyl ester in an inert non-polar organic solvent, at a temperature of from -94° to +30° C. in the presence of a magnesium-organic compound which is a phenylmagnesium halide having at least one alkyl or alkoxy substituent in ortho position to the magnesium.
Claim 2
Dependent Claim
100 words
A process for the preparation of a methacrylic acid or acrylic acid ester polymer having a weight average molecular weight of from 2,000 to 100,000, a range of the molecular weight distribution of less than 1.5 and an isotacticity of at least 90%, which comprises polymerizing a methacrylic acid or acrylic acid C 1 to C 4 alkyl ester in an inert non-polar organic solvent, at a temperature of from -94° to +30° C. in the presence of a magnesium-organic compound which is a phenylmagnesium halide having at least one alkyl or alkoxy substituent in ortho position to the magnesium.
Claim 3
Dependent Claim
18 words
Process as claimed in claim 1, wherein said ester is an acrylic acid methyl, ethyl or isopropyl ester.
Claim 4
Dependent Claim
18 words
Process as claimed in claim 1, wherein said ester is a methacrylic acid methyl, ethyl or isopropyl ester.
Claim 5
Dependent Claim
17 words
Process as claimed in claim 1, which comprises using as substituted phenylmagnesium halide a substituted phenylmagnesium bromide.
Claim 6
Dependent Claim
135 words
A process for the preparation of a methacrylic acid or acrylic acid ester polymer having a weight average molecular weight of 2,000 to 100,000, a range of molecular weight distribution of less than 1.5 and an isotacticity of at least 90% which comprises polymerizing a C 1 to C 4 alkyl ester of methacrylic acid or acrylic acid in an inert non-polar organic solvent, at a temperature of from -94° to +30° C. in the presence of a phenylmagnesium halide of the formula: ##STR3## wherein X is a halogen atom and R 1 to R 5 are each hydrogen or a hydrocarbon radical having 1 to 8 carbon atoms which may be linked to the benzene nucleus by an oxygen atom, no more than one of the substituents R 1 and R 2 being hydrogen.
Claim 7
Dependent Claim
135 words
A process for the preparation of a methacrylic acid or acrylic acid ester polymer having a weight average molecular weight of 2,000 to 100,000, a range of molecular weight distribution of less than 1.5 and an isotacticity of at least 90% which comprises polymerizing a C 1 to C 4 alkyl ester of methacrylic acid or acrylic acid in an inert non-polar organic solvent, at a temperature of from -94° to +30° C. in the presence of a phenylmagnesium halide of the formula: ##STR3## wherein X is a halogen atom and R 1 to R 5 are each hydrogen or a hydrocarbon radical having 1 to 8 carbon atoms which may be linked to the benzene nucleus by an oxygen atom, no more than one of the substituents R 1 and R 2 being hydrogen.
Claim 8
Dependent Claim
62 words
Process as claimed in claim 1, which comprises using as substituted phenylmagnesium halide a compound of the formula (II) ##STR4## wherein R 1 and R 2 each is an alkyl or alkoxy radical having 1, 2, 3 or 4 carbon atoms and R 4 is a hydrogen atom or an alkyl or alkoxy radical having 1, 2, 3 or 4 carbon atoms.
Claim 9
Dependent Claim
15 words
Process as claimed in claim 6, which comprises using as substituted phenylmagnesium halide mesitylmagnesium bromide.
Claim 10
Dependent Claim
18 words
Process as claimed in claim 1, which comprises performing the polymerization with the exclusion of oxygen and water.
Claim 11
Dependent Claim
26 words
Process as claimed in claim 1, which comprises terminating the polymerization with a chain stopper when a monomer conversion of at least 90% has been attained.
Claim 12
Dependent Claim
31 words
Process as claimed in claim 9, which comprises using as a chain stopper an aldehyde, a ketone or a thioketone to obtain at least one functional terminal group on the polymer.
References Cited (Backward Citations)
US3100761A
Cited
US3222339A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-11-06 | 1982-05-08 | 1982-11-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-11-06 | 1986-05-08 | 1986-11-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-11-06 | 1990-05-08 | 1990-11-07 | $7700.00 | Window Closed / Lapsed |