Polymer mixtures containing polydiorganosiloxane urea-containing components

• US 6,846,893 B1
• Filed: 10/23/1996
• Issued: 01/25/2005
• Est. Priority Date: 10/23/1996
• Status: Expired due to Fees

• Current Assignee: Minnesota Mining and Manufacturing Co (3M Company)
• Original Assignee: Minnesota Mining and Manufacturing Co (3M Company)
• Inventors: Romanko, Walter R., Everaerts, Albert I., Mazurek, Mieczyslaw H., Sherman, Audrey A., Hyde, Patrick D., Wong, Roy
• Primary Examiner(s): Moore, Margaret G.
• Application Number:
  US08/735,836
• Time in Patent Office: 3,016 Days
• Field of Search: 528/28, 525/100, 525/104, 525/106, 525/105, 525/457, 525/452, 525/458
• US Class Current: 528/28
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 83/10 Block- or graft-copolymers containing polysiloxane sequences obtained by polymerising a compound having a carbon-to-carbon double bond on to a polysiloxane C08L51/08, C08L53/00
• CPC Class Codes: C09D 183/10 Block or graft copolymers containing polysiloxane sequences obtained by polymerising a compound having a carbon-to-carbon double bond on to a polysiloxane C09D151/08, C09D153/00
• CPC Class Codes: C09J 183/10 Block or graft copolymers containing polysiloxane sequences obtained by polymerising a compound having a carbon-to-carbon double bond on to a polysiloxane C09J151/08, C09J153/00

Abstract

A mixture is provided comprising (a) at least one of an elastomeric thermoplastic, a non-elastomeric thermoplastic, an elastomeric thermoset and mixtures thereof, excluding polydiorganosiloxane fluids and (b) a polymer having soft polydiorganosiloxane units, hard polyisocyanate residue units, optionally, soft and/or hard organic polyamine residue units and terminal groups. The hard polyisocyanate residue and the hard polyamine residue comprise less than 50% by weight of the polydiorganosiloxane urea containing component. The polyisocyanate residue is the polyisocyanate minus the —NCO groups and the polyamine residue is the polyamine minus the —NH₂ groups. The polyisocyanate residue is connected to the polyamine residue by urea linkages. The terminal groups are non-functional groups or functional groups. The polydiorganosiloxane urea containing component may be reactive under free-radical or moisture curing conditions. The mixture may also optionally contain tackifying materials, free radical initiators, crosslinking agents, cure catalysts, and nonreactive additives such as fillers, pigments, stabilizers, antioxidants, flame retardants, plasticizers, compatibilizers and the like.

Claims

1. A mixture comprising (a) at least one hot melt processable polymer selected from the

group consisting of a hot melt processable thermoplastic polymer, a hot melt processable elastomeric thermoset polymer and mixtures thereof, excluding polydiorganosiloxane fluids, and (b) a polymer having (i) soft polydiorganosiloxane units, (ii) hard polyisocyanate residue units, (iii) optionally, soft and/or hard organic polyamine residue units, and (iv) terminal groups.

2. The mixture according to claim 1 wherein the hard polyisocyanate residue units and the

hard polyamine residue units comprise less than 50% by weight of polymer (b).

3. The mixture according to claim 1 wherein polymer (b) is represented by the repeating unit:

wherein;

each R is a moiety that;

independently is a substituted or unsubstituted alkyl moiety having about 1 to 12 carbon atoms and when R is a substituted alkyl moiety, the substiruents are trifluoroalkyl a vinyl radical or higher alkenyl radical represented by the formula R2(CH₂)_aCH═

CH₂ wherein R² is —

(CH₂)_b—

or —

(CH₂)_cCH═

CH— and

a is 1,2 or 3;

b is 0, 3 or 6; and

c is 3, 4 or 5 a substituted or unsubstituted cycloalkyl moiety having about 6 to 12 carbon atoms and when R is a substituted c;

v″

cloalkyl moiety, the substituents are alkyl, fluoroalkyl, or vinyl groups, or a substituted or unsubstituted aryl moiety and when R is a substituted aryl moiety, the substituents are alkyl, cycloalkyl, fluoroalkyl and vinyl groups, or R is a perfluoroalkyl group, a partially fluorinated group, or a perfluoroether-containing group;

each Z is a polyvalent radical that is an arylene radical or an aralkylene radical having from about 6 to 20 carbon atoms, an alkylene or cycloalkylene radical having from about 6 to 20 carbon atoms;

each Y is a polyvalent radical that independently is an alkylene radical of 1 to 10 carbon atoms, an aralkylene radical or an arylene radical having 6 to 20 carbon atoms;

each D is selected from the group consisting of hydrogen, an alkyl radical of 1 to 10 carbon atoms, phenyl, and a radical that completes a ring structure including B or Y to form a heterocycle;

B is a polyvalent radical selected from the group consisting ot-alkylene, aralkylene, cycloalkylene, phenylene polyalkylene oxide, and mixtures thereof;

m is a number that is 0 to about 1000;

n is a numbe-r;

that is equal to or greater than 1; and

p is a numbe, that is about 5 or larger.

4. The mixture according to claim 3 wherein at least 50% of the R moieties of the polydiorganosiloxane urea containing component are methyl radicals with the balance being monovalent alkyl or substituted alkyl radicals, alkenyl radicals, phenyl radicals, or substituted phenyl radicals.

5. The mixture according to claim 3 wherein Z is 2,6-tolylene, 4,4′

-methylenediphenylene, 3,3′

-dimethoxy-4,4′

-biphenylene, tetramethyl-m-xylylene, 4,4′

-methylenedicyclohexylene, 3,5,5-trimethyl-3-methylenecyclohexylene, 1,6-hexamethylene, or 1.4-teyclohexylene.

6. The mixture according to claim 1 wherein polymer (b) is the reaction product of (i) at least one polyamine, wherein the polyamine comprises at least one polydiorganosiloxane diamine, or a mixture of at least one polydiorganosiloxane diamine and at least one orgaIlic polyamine, and (ii) at least one polyisocyanate.

7. The mixture according to claim 1 prepared by the process comprising the steps of:

(a) continuously providing to a reactor (i) polymer (a) wherein polymer (a) is not reactive with amine functional groups or isocyanate functional groups, and (ii) reactant components comprising (1) at least one polyisocyanate, and (2) at least one polyamine, wherein the polyamine comprises at least one polydiorganosiloxane diamine or a mixture of at least one polydiorganosiloxane diamine and at least one organic polyamine;

(b) mixing polymer (a) and the reactant components within the reactor to form a mixture;

(c) allowing reactant components in the mixture to react to form a polydiorganosiloxane urea segmented copolymer; and

(d) conveying the polydiorganosiloxane urea segmented copolymer-containing mixture from the reactor.