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US4996266A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of making condensed phase polymers

Assignee: 3M Co
•
Filing: 1989-03-24
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Granted: 1991-02-26
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Expires: 2009-03-24
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Abstract

Abstract The present invention relates to a method of making elastomeric copolymers and block copolymers, e.g., based upon styrene/isoprene, having a novel condensed phase structure wherein polymer branches occur along the polymer backbone, either at a predetermined location or at random locations. The method comprises the step of reacting, under polymerization conditions, hydrocarbyl lithium initiator, at least one anionically polymerizable compound, and an organometallic- substituted styrene condensing agent. The reactants may be added simultaneously to produce a copolymer with polymer branch segments randomly located along the polymer backbone or sequentially to produce a copolymer with branches located at the same predetermined location along the polymer backbone. The resultant polymers may be further reacted with a linking agent to form multi-arm copolymers.

Inventors

  • 👤 William R. Bronn
  • 👤 Spencer F. Silver
  • 👤 Eugene G. Joseph

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 17:19
CPC Classifications
C; C09; C09J; C09J153/00; C08; C08F; C08F297/00; C08F297/02; C08F297/04; C08F297/046

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 218 words
A method of preparing a multi-arm copolymer having condensed phase copolymer arms, said method comprising the steps of (A) preparing an elastomeric anionically terminated living copolymer having a condensed phase structure wherein polymer branches occur along a polymer backbone by reacting, under polymerization conditions, the following: (a) hydrocarbyl lithium initiator; (b) at least one anionically polymerizable compound; and (c) a condensing agent having the general formula CH.sub.2 ═C(R')QY(R).sub.n (X).sub.m wherein Y is tetravalent Si, Ge, Sn, or Pb; X is H,-OR", Cl, Br, or F, wherein R" is a monovalent lower alkyl group having from 1 to 6 carbon atoms; R is hydrogen, a monovalent lower alkyl group having from 1 to 6 carbon atoms, or phenyl; Q is phenylene; R' is hydrogen, a monovalent lower alkyl group having from 1 to 6 carbon atoms, or phenyl; m is an integer of 1, 2 or 3; and n is an integer equal to 3-m; and (B) contacting the resulting anionically terminated living copolymer with a multifunctional linking agent under reactive conditions thereby forming a multi-arm copolymer having condensed phase copolymer arms wherein the mole ratio of (a) to (c) is about (1+m):1 and the mole percentage of the condensing agent in each copolymer segment containing said condensing agent is in the range of about 0.01% to about 5%.
Claim 2
Independent Claim 218 words
A method of preparing a multi-arm copolymer having condensed phase copolymer arms, said method comprising the steps of (A) preparing an elastomeric anionically terminated living copolymer having a condensed phase structure wherein polymer branches occur along a polymer backbone by reacting, under polymerization conditions, the following: (a) hydrocarbyl lithium initiator; (b) at least one anionically polymerizable compound; and (c) a condensing agent having the general formula CH.sub.2 ═C(R')QY(R).sub.n (X).sub.m wherein Y is tetravalent Si, Ge, Sn, or Pb; X is H,-OR", Cl, Br, or F, wherein R" is a monovalent lower alkyl group having from 1 to 6 carbon atoms; R is hydrogen, a monovalent lower alkyl group having from 1 to 6 carbon atoms, or phenyl; Q is phenylene; R' is hydrogen, a monovalent lower alkyl group having from 1 to 6 carbon atoms, or phenyl; m is an integer of 1, 2 or 3; and n is an integer equal to 3-m; and (B) contacting the resulting anionically terminated living copolymer with a multifunctional linking agent under reactive conditions thereby forming a multi-arm copolymer having condensed phase copolymer arms wherein the mole ratio of (a) to (c) is about (1+m):1 and the mole percentage of the condensing agent in each copolymer segment containing said condensing agent is in the range of about 0.01% to about 5%.
Claim 3
Dependent Claim 27 words
The method of claim 1 wherein said multifunctional linking agent is selected from the group consisting of divinyl benzene, dichlorodimethyl silane, phenyl benzoate, dibromoethane and silicon tetrachloride.
Claim 4
Dependent Claim 29 words
The method of claim 1 wherein said condensing reagent has the general formula CH 2 ═C(H)QSi(CH 3 ) n (X) m where X is F, Cl, Br, or methoxy.
Claim 5
Dependent Claim 17 words
The method of claim 3 wherein X is selected from the group consisting of F and Cl.
Claim 6
Independent Claim 228 words
A method of preparing an elastomeric copolymer having a condensed phase structure wherein polymer branches occur along a polymer backbone, said method comprising the step of reacting, under polymerization conditions, the following: (a) hydrocarbyl lithium initiator; (b) at least one anionically polymerizable compound; and (c) a condensing agent having the general formula CH.sub.2 ═C(R')QY(R).sub.n (X).sub.m wherein Y is tetravalent Si, Ge, Sn, or Pb; X is H, --OR", Cl, Br, or F, wherein R" is a monovalent lower alkyl group having from 1 to 6 carbon atoms; R is hydrogen, a monovalent lower alkyl group having from 1 to 6 carbon atoms, or phenyl; Q is phenylene; R' is hydrogen, a monovalent lower alkyl group having from 1 to 6 carbon atoms, or phenyl; m is an integer of 1, 2 or 3; and n is an integer equal to 3-m said copolymer is prepared by simultaneously reacting said hydrocarbyl lithium initiator, polymerizable compound and condensing reagent to form a living condensed phase copolymer; and the further step of contacting the resulting copolymer with a multifunctional linking agent under reactive conditions thereby forming a multi-arm copolymer having condensed phase copolymer arms wherein the mole ratio of (a) to (c) is about (1+m):1 and the mole percentage of the condensing agent in each copolymer segment containing said condensing agent is in the range of about 0.01% to about 5%.
Claim 7
Independent Claim 228 words
A method of preparing an elastomeric copolymer having a condensed phase structure wherein polymer branches occur along a polymer backbone, said method comprising the step of reacting, under polymerization conditions, the following: (a) hydrocarbyl lithium initiator; (b) at least one anionically polymerizable compound; and (c) a condensing agent having the general formula CH.sub.2 ═C(R')QY(R).sub.n (X).sub.m wherein Y is tetravalent Si, Ge, Sn, or Pb; X is H, --OR", Cl, Br, or F, wherein R" is a monovalent lower alkyl group having from 1 to 6 carbon atoms; R is hydrogen, a monovalent lower alkyl group having from 1 to 6 carbon atoms, or phenyl; Q is phenylene; R' is hydrogen, a monovalent lower alkyl group having from 1 to 6 carbon atoms, or phenyl; m is an integer of 1, 2 or 3; and n is an integer equal to 3-m said copolymer is prepared by simultaneously reacting said hydrocarbyl lithium initiator, polymerizable compound and condensing reagent to form a living condensed phase copolymer; and the further step of contacting the resulting copolymer with a multifunctional linking agent under reactive conditions thereby forming a multi-arm copolymer having condensed phase copolymer arms wherein the mole ratio of (a) to (c) is about (1+m):1 and the mole percentage of the condensing agent in each copolymer segment containing said condensing agent is in the range of about 0.01% to about 5%.
Claim 8
Dependent Claim 24 words
The method of claim 1 wherein said anionically polymerizable compound is selected from the group consisting of conjugated diene monomer and vinyl aromatic monomer.
Claim 9
Dependent Claim 20 words
The method of claim 6 wherein said conjugated diene is selected from the group consisting of butadiene, isoprene, and piperylene.
Claim 10
Dependent Claim 11 words
The method of claim 6 wherein said conjugated diene is isoprene.
Claim 11
Dependent Claim 23 words
The method of claim 6 wherein said vinyl aromatic monomer is selected from the group consisting of styrene, alpha-methylstyrene, para-methylstyrene, and t-butyl styrene.

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Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-02-25 1994-08-27 1995-02-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-02-25 1998-08-27 1999-02-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-02-25 2002-08-27 2003-02-26 $7700.00 Window Closed / Lapsed

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