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PERFLUOROPOLYETHER URETHANE ADDITIVES HAVING (METH)ACRYL GROUPS AND HARD COATS

  • US 20130261280A1
  • Filed: 06/03/2013
  • Published: 10/03/2013
  • Est. Priority Date: 03/23/2005
  • Status: Active Grant
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1. A fluorocarbon- and urethane-(meth)acryl-containing composition comprising a perfluoropolyether urethane having a perfluoropolyether moiety and a multi-(meth)acryl terminal group and having the formula:

  • n(p(A)QO(O)CHN)—

    Ri —

    (NHC(O)XQRf)m;

    whereinRi is the residue of a multi-isocyanate;

    X is O, S or NR, wherein R is H or an alkyl group having 1 to 4 carbon;

    Rf is a monovalent perfluoropolyether moiety comprising groups of the formula F(RfcO)xCdF2d—

    , wherein each Rfc is independently a fluorinated alkylene group having from 1 to 6 carbon atoms, each x is an integer greater than or equal to 2, and wherein d is an integer from 1 to 6;

    each Q is independently a connecting group having a valency of at least 2;

    A is a (meth)acryl functional group —

    XC(O)C(R2)═

    CH2 wherein R2 is an alkyl group of 1 to 4 carbon atoms or H or F;

    m is at least 1;

    n is at least 1;

    p is 2 to 6;

    m+n is 2 to 10;

    wherein each group having subscripts m and n is attached to the Ri unit;

    wherein the perfluoropolyether urethane further comprises at least one unit selected from—

    (NHC(O)XQG),—

    (NCO),Rf(Q)(XC(O)NH)y—

    ,—

    (NHC(O)XQD(QXC(O)NH)u—

    ,-D1(QXC(O)NH)y,—

    (NHC(O)OQ(A)tQ1Q(A)tOC(O)NH)—

    ,(NHC(O)XQ-Rf2(QXC(O)NH)u—

    ,whereinG is selected from the group consisting of alkyl, aryl, alkaryl, aralkyl, fluoroalkyl, perfluoroalkyl;

    or a reactive group selected from (meth)acryl groups, vinyl groups, allyl groups and —

    Si(OR3)3 groups, where R3 is a lower alkyl of 1 to 4 carbon atoms;

    D is selected from the group consisting of alkylene, arylene, alkarylene, fluoroalkylene, perfluoroalkylene, and aralkylene;

    or said D group further containing heteroatoms selected from O, N, and S;

    D1 is selected from the group consisting of alkyl, aryl, alkaryl, fluoroalkyl, perfluoroalkyl, and aralkyl, or said D1 group further containing heteroatoms selected from O, N, and S;

    Q1 are each independently a connecting group of valency at least 2;

    Rf2 is a multi-valent perfluoropolyether moiety having the formula Y ((Rfc 1O)xCd1F2d1)b, wherein each Rfc 1 is independently selected from;

    —

    CF(CF3)CF2—

    , —

    CF2CF2CF2—

    , and (CH2C(CH3)(CH2OCH2CF3)CH2—

    )aa where aa is 2 or greater;

    each x is independently an integer greater than or equal to 2, d1 is an integer from 0 to 6;

    Y represents a polyvalent organic group or covalent bond having a valence of b, and b represents an integer greater than or equal to 2;

    y is independently 2 or greater;

    u is independently 1 to 3; and

    t is 1-6.

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