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US4816524A
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Process for preparing methacrylimide-containing polymers
Assignee: Mitsubishi Chemical Corp
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Filing: 1986-04-29
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Granted: 1989-03-28
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Expires: 2006-04-29
Abstract
Abstract Methacrylimide-containing polymers are continuously produced by introducing 10 to 60 wt. % of an inert solvent, 90 to 40 wt. % of methacrylic acid, a methacrylic acid ester or a monomer mixture comprising at least 50 wt. % of methacrylic acid or a methacrylic acid ester, and a radical polymerization initiator and a molecular weight modifier into a polymerization reaction zone, converting at least 80 wt. % of the charged monomer to a polymer at 60 DEG -170 DEG C., adding a compound represented by the formula: R-NH2 wherein R represents a hydrogen atom, an alkyl group having 1-12 carbon atoms, a cycloalkyl group having 7-11 carbon atoms or an aryl group having 6-10 carbon atoms, to the polymerization reaction liquid, carrying out reaction of the resulting mixture at 150 DEG to 300 DEG C. in an imidization reaction zone, and finally separating volatile substances from the reaction fluid.
Inventors
- 👤 Hisao Anzai
- 👤 Hideaki Makino
- 👤 Isao Sasaki
- 👤 Kozi Nishida
- 👤 Masaru Morimoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 22:03
CPC Classifications
C; C08; C08F; C08F2/00; C08F2/38; C08F8/00; C08F8/30; C08F8/32
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
158 words
A process for the preparation of methacrylimide-containing polymers, which comprises: (a) solution polymerizing 90 to 40% by weight of methacrylic acid, amethacrylic acid ester or a monomer mixture comprising at least 50% by weight of methacrylic acid or methacrylic acid ester in 10 to 60% by weight of an inert solvent in the presence of a radical polymerization initiator and a molecular weight modifier in polymerization reaction zone, thereby converting at least 80% by weight of the charged monomer to a polymer at a temperature of 60° to 170° C.; (b) adding to the polymerization solution formed in step (a) a compound of the formula: R--NH.sub.2 wherein R represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 7 to 11 carbon atoms; (c) reacting the resulting mixture at a temperature of 150° to 300° C. in an imidization reaction zone; and (d) finally separating volatile substances from the reaction liquid.
Claim 2
Dependent Claim
158 words
A process for the preparation of methacrylimide-containing polymers, which comprises: (a) solution polymerizing 90 to 40% by weight of methacrylic acid, amethacrylic acid ester or a monomer mixture comprising at least 50% by weight of methacrylic acid or methacrylic acid ester in 10 to 60% by weight of an inert solvent in the presence of a radical polymerization initiator and a molecular weight modifier in polymerization reaction zone, thereby converting at least 80% by weight of the charged monomer to a polymer at a temperature of 60° to 170° C.; (b) adding to the polymerization solution formed in step (a) a compound of the formula: R--NH.sub.2 wherein R represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 7 to 11 carbon atoms; (c) reacting the resulting mixture at a temperature of 150° to 300° C. in an imidization reaction zone; and (d) finally separating volatile substances from the reaction liquid.
Claim 3
Dependent Claim
33 words
The process accroding to claim 1, wherein the amount of the inert solvent is 20 to 50% by weight based on the total weight of the inert solvent and the monomer or monomers.
Claim 4
Dependent Claim
80 words
The process according to claim 1, wherein the inert solvent in the imidization reaction zone is a mixed solvent comprising a poor solvent having a boiling point of 50° to 135° C. under atmospheric pressure which does not easily dissolve the methacrylic acid ester polymer therein at normal temperature and a good solvent having a boiling point of 50° to 135° C. under atmospheric pressure which is capable of easily dissolving the methacrylic acid ester polymer therein at normal temperature.
Claim 5
Dependent Claim
25 words
The process according to claim 1, wherein the solubility parameter value δ of the poor solvent is 14.0 to 19.5 (cal/cm 3 ) 1/2 .
Claim 6
Dependent Claim
25 words
The process according to claim 1, wherein the solubility parameter value δ of the good solvent is 8.5 to 13.9 (cal/cm 3 ) 1/2 .
Claim 7
Dependent Claim
26 words
The process according to claim 1, wherein at least 90% by weight of the charged monomer is converted to a polymer in the polymerization reaction zone.
Claim 8
Dependent Claim
28 words
The process according to claim 1, wherein the charged monomer is converted to a polymer at a temperature of 65° to 160° C. in the polymerization reaction zone.
Claim 9
Dependent Claim
31 words
The process according to claim 1, wherein the amount of the compound of the formula RNH 2 is at least 20% by mole based on the monomer units of the polymer.
Claim 10
Dependent Claim
18 words
The process according to claim 1, wherein the compound of the formula RNH 2 is ammonia or methylamine.
Claim 11
Dependent Claim
25 words
The process according to claim 1, wherein the reaction in the imidization reaction zone is carried out at a temperature of 170° to 280° C.
Claim 12
Dependent Claim
29 words
The process according to claim 1, wherein the volatile substances are separated by heating the reaction liquid at a temperature of 200° to 300° C. under a reduced pressure.
Claim 13
Dependent Claim
210 words
A process for the perparation of methacrylimide-containing polymers, which comprises: (a) solution polymerizing 90 to 40% by weight of methacrylic acid, a methacrylic acid ester or a monomer mixture comprising at least 50% by weight of methacrylic acid or a methacrylic acid ester in 10 to 60% by weight of an inert solvent in the presence of a radical polymerization initiator and a molecula weight modifier in a polymerization reaction zone, where the ingredients are substantially homogeneously mixed, thereby converting at least 40% by weight of the charged monomer toa polymer at a temperature of 60° to 170° C.; (b) further converting at least 80% by weight of the monomer to a polymer at a temperature of 80° to 170° C. in a second polymerization reaction zone having a plug flow; (c) adding to the polymerization solution of step (b) a compound of the formula: R--NH 2 , wherein R represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 7 to 11 carbon atoms or an aryl group having 6 to 10 carbon atoms; (d) reacting the resuulting mixture at a temperature of 150° to 300° C. in an imidization reaction zone; and (e) finally separating volatile substances from the reaction liquid.
Claim 14
Dependent Claim
210 words
A process for the perparation of methacrylimide-containing polymers, which comprises: (a) solution polymerizing 90 to 40% by weight of methacrylic acid, a methacrylic acid ester or a monomer mixture comprising at least 50% by weight of methacrylic acid or a methacrylic acid ester in 10 to 60% by weight of an inert solvent in the presence of a radical polymerization initiator and a molecula weight modifier in a polymerization reaction zone, where the ingredients are substantially homogeneously mixed, thereby converting at least 40% by weight of the charged monomer toa polymer at a temperature of 60° to 170° C.; (b) further converting at least 80% by weight of the monomer to a polymer at a temperature of 80° to 170° C. in a second polymerization reaction zone having a plug flow; (c) adding to the polymerization solution of step (b) a compound of the formula: R--NH 2 , wherein R represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 7 to 11 carbon atoms or an aryl group having 6 to 10 carbon atoms; (d) reacting the resuulting mixture at a temperature of 150° to 300° C. in an imidization reaction zone; and (e) finally separating volatile substances from the reaction liquid.
Claim 15
Dependent Claim
33 words
The process according to claim 12, wherein the amount of the inert solvent is 20 to 50% by weight based on the total weight of the inert solvent and, the monomer or monomers.
Claim 16
Dependent Claim
40 words
The process according to claim 12, wherein the conversion to the polymer in the first polymerization zone is at least 60% by weight and the conversion to the polymer in the second polymerization zone is at least 90% by weight.
Claim 17
Dependent Claim
31 words
The process according to claim 12, wherein the charged monomer is converted to a polymer at a temperature of 65° to 160° C. in the polymerization reaction zone of step (a).
Claim 18
Dependent Claim
25 words
The process according to claim 12, wherein the imidization reaction zone comprises at least two partitioned reaction zones where the reaction mixture is sufficiently stirred.
Claim 19
Dependent Claim
80 words
The process according to claim 12, wherein the inert solvent in the imidization reaction zone is a mixed solvent comprising a poor solvent having a boiling point of 50° to 135° C. under atmospheric pressure which does not easily dissolving a methacrylic acid ester polymer therein at normal temperature and a good solvent having a boiling point of 50° to 135° C. under atmospheric pressure which is capable of easily dissolving a methacrylic acid ester polymer therein at normal temperature.
Claim 20
Dependent Claim
25 words
The process according to claim 17, wherein the solubility parameter value δ of the poor solvent is 14.0 to 19.5 (cal/cm 3 ) 1/2 .
Claim 21
Dependent Claim
25 words
The process according to claim 17, wherein the solubility parameter value δ of the good solvent is 8.5 to 13.9 (cal/cm 3 ) 1/2 .
Claim 22
Dependent Claim
31 words
The process according to claim 12, wherein the amount of the compound of the formula RNH 2 is at least 20% by mole based on the monomer units of the polymer.
Claim 23
Dependent Claim
18 words
The process according to claim 12, wherein the compound of the formula RNH 2 is ammonia or methylamine.
Claim 24
Dependent Claim
25 words
The process according to claim 12, wherein the reaction in the imidization reaction zone is carried out at a temperature of 170° to 280° C.
Claim 25
Dependent Claim
29 words
The process according to claim 12, wherein the volatile substances are separated by beating the reaction liquid at a temperature of 200° to 300° C. under a reduced pressure.
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