Poly(ureaurethane)s, articles and coatings prepared therefrom and methods of making the same

• US 8,927,675 B2
• Filed: 12/14/2006
• Issued: 01/06/2015
• Est. Priority Date: 09/01/2004
• Status: Active Grant

• Current Assignee: PPG Industries Ohio Incorporated (Nouryon BV)
• Original Assignee: PPG Industries Ohio Incorporated (Nouryon BV)
• Inventors: Rukavina, Thomas G., Hunia, Robert
• Primary Examiner(s): NILAND, PATRICK DENNIS
• Application Number:
  US11/639,112
• Publication Number:
  US 20070155895A1
• Time in Patent Office: 2,945 Days
• Field of Search: 524/589, 524/590, 528/44, 528/59, 528/60, 528/65, 528/67, 528/85
• US Class Current: 528/59
• CPC Class Codes: B32B 17/1077 containing polyurethane
• CPC Class Codes: C08G 18/12 using two or more compounds having active hydrogen in the first polymerisation step
• CPC Class Codes: C08G 18/302 Water
• CPC Class Codes: C08G 18/3203 Polyhydroxy compounds
• CPC Class Codes: C08G 18/3206 aliphatic
• CPC Class Codes: C08G 18/3212 containing cycloaliphatic groups
• CPC Class Codes: C08G 18/3215 containing aromatic groups or benzoquinone groups
• CPC Class Codes: C08G 18/3234 cycloaliphatic
• CPC Class Codes: C08G 18/3293 containing heterocyclic groups
• CPC Class Codes: C08G 18/3876 containing mercapto groups
• CPC Class Codes: C08G 18/44 Polycarbonates
• CPC Class Codes: C08G 18/6644 having at least three hydroxy groups
• CPC Class Codes: C08G 18/758 containing two or more cycloaliphatic rings
• CPC Class Codes: C08G 18/765 alpha, alpha, alpha', alpha', -tetraalkylxylylene diisocyanate or homologues substituted on the aromatic ring
• CPC Class Codes: C08G 18/791 containing isocyanurate groups
• CPC Class Codes: C08G 18/8006 with compounds of C08G18/32

Abstract

The present invention provides poly(ureaurethane)s including a reaction product of components comprising: (a) at least one isocyanate functional ureaurethane prepolymer comprising the reaction product of: (1) at least one isocyanate functional urethane prepolymer comprising the reaction product of: (i) a first amount of at least one polyisocyanate selected from the group consisting of polyisocyanate trimers and branched polyisocyanates, the polyisocyanate having at least three isocyanate functional groups; and (ii) a first amount of at least one aliphatic polyol; and (2) water, to form an isocyanate functional ureaurethane prepolymer; and (b) a second amount of at least one polyisocyanate and a second amount of at least one aliphatic polyol; compositions, coatings and articles made therefrom and methods of making the same.

Claims

1. A poly(ureaurethane) consisting of a reaction product of components, wherein the components used to prepare the reaction product are free of polyester polyol, polycarbonate polyol, polyether polyol and amine curing agent, the components consisting of:

(a) at least one isocyanate functional ureaurethane prepolymer consisting of the reaction product of;

(1) at least one isocyanate functional urethane prepolymer consisting of the reaction product of;

(i) one equivalent of at least one polyisocyanate selected from the group consisting of polyisocyanate trimers and branched polyisocyanates, the polyisocyanate having at least three isocyanate functional groups; and

(ii) about 0.1 to about 1 equivalents of at least one aliphatic polyol, wherein the aliphatic polyol is selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, 1,2-ethanediol, propanediol, butanediol, pentanediol, hexanediol, heptanediol, octanediol, nonanediol, decanediol, dodecane diol, sorbitol, mannitol, cyclopentanediol, 1,4-cyclohexanediol, cyclohexanedimethanol, 1,4-benzenedimethanol, xylene glycol, hydroxybenzyl alcohol, dihydroxytoluene, 1,4-bis(hydroxyethyl)piperazine, N,N′

,bis(2-hydroxyethyl)oxamide, glycerol, glycerin, tetramethylolmethane, trimethylolethane, trimethylolpropane, erythritol, pentaerythritol, dipentaerythritol, tripentaerythritol, and mixtures thereof; and

(2) water, wherein the equivalent ratio of isocyanate functional groups of the isocyanate functional prepolymer to water ranges from 1;

0.05 wherein urea linkages or units are formed by reacting the isocyanate functional groups of the isocyanate functional urethane prepolymer with water to 1;

0.5, to form an isocyanate functional ureaurethane prepolymer; and

(b) at least one polyisocyanate and at least one aliphatic polyol, wherein the aliphatic polyol is selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, 1,2-ethanediol, propanediol, butanediol, pentanediol, hexanediol, heptanediol, octanediol, nonanediol, decanediol, dodecane diol, sorbitol, mannitol, cyclopentanediol, 1,4-cyclohexanediol, cyclohexanedimethanol, 1,4-benzenedimethanol, xylene glycol, hydroxybenzyl alcohol, dihydroxytoluene, 1,4-bis(hydroxyethyl)piperazine, N,N′

,bis(2-hydroxyethyl)oxamide, glycerol, glycerin, tetramethylolmethane, trimethylolethane, trimethylolpropane, erythritol, pentaerythritol, dipentaerythritol, tripentaerythritol, and mixtures thereof, and wherein the ratio of number of isocyanate groups of the at least one polyisocyanate (b) to the number of hydroxyl groups of the aliphatic polyol (b) is in the range of about 1.05;

1 to about 1;

1; and

,

(c) optionally, one or more of acrylamide, methacrylamide, dimethylacrylamide, polyvinyl alcohols, hydroxy functional acrylates, hydroxy functional methacrylates, allyl alcohols, dihydroxy oxamides, dihydroxyamides, dihydroxy piperidines, dihydroxyethyl hydroquinones and mixtures thereof.

2. The poly(ureaurethane) according to claim 1, wherein the polyisocyanate (i) is a trimer of a diisocyanate selected from the group consisting of hexamethylene diisocyanate, isophorone diisocyanate, tetramethylxylylene diisocyanate, and mixtures thereof.

3. The poly(ureaurethane) according to claim 1, wherein the polyisocyanate (i) is a branched polyisocyanate selected from the group consisting of

4. The poly(ureaurethane) according to claim 1, wherein the aliphatic polyol (ii) is selected from the group consisting of butanediol, pentanediol, cyclohexane dimethanol and mixtures thereof.

5. The poly(ureaurethane) according to claim 1, wherein the aliphatic polyol (ii) is trimethylolpropane.