EP0135280A2
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EP
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New polymerization process and polymers produced thereby
Assignee: Commonwealth Scientific and Industrial Research Organisation
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Filing: 1984-07-11
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Granted: —
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Expires: 2004-07-11
Abstract
Abstract The present invention relates generally to improved processes for free radical polymerization, particularly to improved processes in which it is possible to control the growth steps of the polymerization to produce relatively short chain length homopolymers and copolymers, including block and graft copolymers, and further relates to new initiators which find particular application in the improved processes. Such initiators have the general structure of Formula I wherein X represents a group having at least one carbon atom and is such that the free radical X is capable of polymerizing the unsaturated monomer by free radical polymerization, and the radical functionality resides on the or one of the carbon atoms. R', R 2 , R 5 and R 6 represent the same or different straight chain or branched substituted or unsubstituted alkyl groups of a chain length sufficient to provide steric hindrance and weakening of the 0-X bond, and R 3 and R 4 represent the same or different straight chain or branched substituted alkyl groups or R 3 CNCR 4 may be part of a cyclic structure which may have fused with it another saturated or aromatic ring, the cyclic structure or aromatic ring being optionally substituted.
Inventors
- 👤 David Henry Solomon
- 👤 Ezio Rizzardo
- 👤 Paul Cacioli
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-24 18:16
CPC Classifications
C; C08; C08C; C08C19/00; C08C19/22; C08F; C08F291/00; C08F4/00
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
166 words
A compound suitable for usein a process for the production of polymer, particularly an oligomer, by free radical polymerization of a suitable unsaturated monomer, said compound having the general structure of Formula I wherein X represents a group having at least one carbon atom and is such that the free radical X - is capable of polymerizing the unsaturated monomer by free radical polymerization, and the radical functionality resides on the or one of the carbon atoms, R 1 , R 2 , R 5 and R represent the same or different straight chain or branched substituted or unsubstituted alkyl groups of a chain length sufficient to provide steric hindrance and weakening of the O-X bond, and R 3 and R 4 represent the same or different straight chain or branched substituted alkyl groups or R 3 CNCR 4 may be part of a cyclic structure which may have fused with it another saturated or aromatic ring, the cyclic structure or aromatic ring being optionally substituted.
Claim 2
Dependent Claim
166 words
A compound suitable for usein a process for the production of polymer, particularly an oligomer, by free radical polymerization of a suitable unsaturated monomer, said compound having the general structure of Formula I wherein X represents a group having at least one carbon atom and is such that the free radical X - is capable of polymerizing the unsaturated monomer by free radical polymerization, and the radical functionality resides on the or one of the carbon atoms, R 1 , R 2 , R 5 and R represent the same or different straight chain or branched substituted or unsubstituted alkyl groups of a chain length sufficient to provide steric hindrance and weakening of the O-X bond, and R 3 and R 4 represent the same or different straight chain or branched substituted alkyl groups or R 3 CNCR 4 may be part of a cyclic structure which may have fused with it another saturated or aromatic ring, the cyclic structure or aromatic ring being optionally substituted.
Claim 3
Dependent Claim
31 words
A compound according to claim 1 in which the weakening of O-X bond occurs at a temperature of less than 200°C preferably less than 150°C and more preferably less than 100°C.
Claim 4
Dependent Claim
35 words
A compound according to any one of the preceding claims in which R 1 , R2, R 5 and R 6 are methyl, ethyl, propyl, butyl, isopropyl, isobutyl, t-butyl, neo-pentyl, benzyl or substituted groups thereof.
Claim 5
Dependent Claim
62 words
A compound according to any one of the preceding claims in which R 3 and R 4 are methyl, ethyl, propyl, butyl, isopropyl, isobutyl, t-butyl, pentyl, octadecyl or if R 3 CNCR 4 is part of a cyclic structure, the cyclic structure is wherein n is an integer from 1 to 10, preferably 1 to 6 including such cyclic groups when substituted.
Claim 6
Dependent Claim
30 words
A compound according to any one of the preceding claims in which the nitroxide radical of Formula II does not initiate any substantial free radical polymerisation of the unsaturated monomer
Claim 9
Dependent Claim
56 words
A compound according to any one of claims 1 to 5 in which the radical derived from x is of the formula wherein R, R' and R" are the same different and are selected from hydrogen alkyl, phenyl, cyano carboxylic acid or carbocyclic group and preferably x is t-butyl, cyanisopropyl, phenyl, methyl or substituted groups thereof.
Claim 10
Dependent Claim
22 words
A compound according to any one of claims 1 to 5 in which x comprises an unsaturated polymerisable material or a polymer.
Claim 11
Independent Claim
38 words
A method for the production of a polymer or a copolymer, particularly an oligomer, by free radical polymerisation of an unsaturated monomer comprising heating with the monomer a compound according to any one of claims 1 to 7.
Claim 12
Dependent Claim
47 words
A method according to claim 8 comprising a two stage method for preparing a graft polymer comprising forming a polymer with pendent alkoxyamine groups of the general structure of Formula I, and adding a further monomer to form a graft copolymer by controlled growth free radical polymerisation.
Claim 13
Dependent Claim
37 words
A method according to claim 8 for making an alkoxyamine group containing polymer comprising copolymerising two or more monomers wherein at least one of the monomers contains the alkoxyamine group of the general structure of Formula I.
Claim 14
Independent Claim
36 words
A method according to any one of claims 8 to 10 in which the polymerisation of a graft copolymer occurs as a step-growth free radical polymerisation in which substantially no homopolymerisation of the added monomer occurs.
Claim 15
Dependent Claim
54 words
A polymer, particularly an oligomer and preferably a graft copolymer and/or a block copolymer, including at least one initiator group derived from x and at least one oxyamine group, preferably a terminal oxyamine group, wherein the oxyamine and initiator groups are derived from a compound according to any one of claims 1 to 7.
Claim 16
Dependent Claim
27 words
A polymer, preferably a graft copolymer and/or a block copolymer and preferably an oligomer, made by a process according to any one of claims 8 to 11.
Claim 17
Dependent Claim
18 words
A polymer according to claim 12 or 13 further comprising additional functional groups capable of undergoing further reaction.
Claim 18
Dependent Claim
19 words
A polymer according to any one of claims 12 to 15 having a plurality of short sequences of monomer.
Claim 19
Dependent Claim
58 words
A process in which a polymer according to any one of claims 12 to 14 having a terminal oxyamine group is reacted so that the oxyamine group and an adjacent group react to form an unsaturated terminal group, generally a group, or the oxyamine group is reduced to form a terminal hydroxy group or a terminal hydrogen atom.
References Cited (Backward Citations)
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