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Block copolymer, method of making the same, dimaine precursors of the same, method of making such diamines and end products comprising the block copolymer

  • US 5,214,119 A
  • Filed: 11/16/1990
  • Issued: 05/25/1993
  • Est. Priority Date: 06/20/1986
  • Status: Expired due to Term
First Claim
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1. Organopolysiloxane polyurea block copolymer comprising the following repeating unit:

  • ##STR7## where;

    Z is a divalent radical selected from the group consisting of phenylene, alkylene, aralkylene and cycloalkylene;

    Y is an alkylene radical of 1 to 10 carbon atoms;

    R is at least 50% methyl with the balance of the 100% of all R radicals being selected from the group consisting of a monovalent alkyl radical having from 2 to 12 carbon atoms, substituted alkyl radical having from 2 to 12 carbon atoms, a vinyl radical, a phenyl radical, and a substituted phenyl radical;

    D is selected from the group consisting of hydrogen, and an alkyl radical of 1 to 10 carbon atoms and phenyl;

    B is selected from the group consisting of alkylene, aralkylene, aralkylene, cycloalkylene, phenylene, polyethylene oxide, polytetramethylene oxide, polycaprolactone, polybutadiene, polypropylene oxide, polyethylene adipate, and mixtures thereof, or it may complete a ring structure including A to form a heterocycle;

    A is a difunctional moiety selected from the group consisting of ##STR8## where G is selected from the group consisting of hydrogen, an alkyl radical of 1 to 10 carbon atoms, phenyl, and an alkylene radical which completes a ring structure including B to form a heterocycle;

    n is a number which is 70 or larger, andm is a number which can be zero to about 25, wherein the organopolysiloxane portion of said copolymer is derived from an organopolysiloxane diamine containing less than 1.2% free silicone oil contaminants, said organopolysiloxane diamine having a molecular weight of at least 5000, and being prepared by the steps of(1) combining under reaction conditions;

    (a) amine functional endblocker of the general formula ##STR9## where;

    Y and D are as defined above; and

    each R group is at least 50% methyl with the balance of the 100% of all R radicals being selected from the group consisting of a monovalent alkyl radical having from 2 to 12 carbon atoms, a vinyl radical, a phenyl radical and a substituted phenyl radical(b) sufficient cyclic siloxane to react with said amine functional endblocker to form an intermediate organopolysiloxane diamine having a molecular weight less than about 2,000 and genera formula ##STR10## where;

    Y and D are as defined above;

    R is at least 50% methyl with the balance of the 100% of all R radicals being selected from the group consisting of a monovalent alkyl radical having from 2 to 12 carbon atoms, a substituted alkyl radical having from 1 to 12 carbon atoms, a vinyl radical, a phenyl radical and a substituted phenyl radical; and

    x is a number in the range of about 4 to about 40; and

    (c) a catalytic amount of a compound characterized by having a molecular structure represented by the formula;

    ##STR11## where Y and D are as defined above;

    R is each independently selected from the group consisting of a monovalent alkyl radical having from 1 to 12 carbon atoms, a substituted alkyl radical having from 2 to 12 carbon atoms, a phenyl radical, and a substituted phenyl radical; and

    M+ is selected from the cations K+, Na+ and N(CH3)4+ ;

    (2) continuing the reaction until substantially all of said amine functional endblocker is consumed; and

    (3) adding additional cyclic siloxane until said organopolysiloxane diamine having a molecular weight of at least 5000 is formed.

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