Composition and method of controlling solid polyurethane particle size with water reactant

• US 4,293,679 A
• Filed: 05/27/1980
• Issued: 10/06/1981
• Est. Priority Date: 06/13/1979
• Status: Expired due to Term

• Current Assignee: Hampshire Chemical Corp. (Dow, Inc.)
• Original Assignee: WR Grace & Company
• Inventors: Cogliano, Joseph A.
• Primary Examiner(s): ANDERSON, HAROLD
• Application Number:
  US06/153,307
• Time in Patent Office: 497 Days
• Field of Search: 528/76, 528/77, 528/48, 528/72, 528/49, 528/52, 528/53, 260/32.8 N, 260/33.4 UR, 260/30.8 DS, 260/32.6 NR, 260/32.4, 260/31.2 N, 260/30.2, 260/29.2 TN
• US Class Current: 528/48
• CPC Class Codes: C08G 18/10 Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• 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 18/4833 Polyethers containing oxyethylene units

Abstract

This invention relates to control of particle size of solid, discrete, hydrophilic, crosslinked polyurethane particles formed from a composition which comprises

(a) a water reactant;

(b) a prepolymer comprising at least one isocyanate-capped polyol having a reaction functionality of at least two, the total of said polyol present having an ethylene oxide content of at least 40 weight percent before capping;

(c) a water-soluble solvent for (b) and

(d) when the reaction functionality of (b) is two, a crosslinking agent containing at least three functional groups, the volume ratio of (a):(b) being at least 2:1.

Claims

1. A process for forming solid, discrete, hydrophilic, crosslinked, polyurethane particles of reduced size which comprises adding

(a) a hydrophilic prepolymer comprising an isocyanate-capped polyol or mixture of isocyanate-capped polyols wherein said isocyanate-capped polyol or mixture of polyols has a reaction functionality greater than 2, the total of said polyol present having an ethylene oxide content of at least 40 weight percent before capping;

(b) said prepolymer (a) being dissolved in a water soluble solvent, to

(c) an agitated water reactant,

the volume ratio of (c);

(a) being at least 2;

1.

2. The process of claim 1 wherein the water-soluble solvent (b) is present in an amount ranging from 20 to 99% by weight of the prepolymer solution of (b) and (a).

3. The process of claim 1 wherein the water-soluble solvent is a member of the group consisting of acetone, methyl ethyl ketone, dimethylsulfoxide, dimethylformamide, n-methylpyrrolidone, acetonitrile, methyl acetate and mixtures thereof.

4. The process according to claim 1 containing an excess of polyisocyanate up to about four isocyanate groups/OH group in the polyol.

5. The process according to claim 1 wherein said prepolymer is the reaction product of a polyether polyol with sufficient polyisocyanate to provide at least two free NCO groups per molecule of the prepolymer.

6. The process according to claim 1 in which the isocyanate-capped polyol is prepared by reacting toluene diisocyanate and a polyethylene glycol.

7. The process according to claim 1 in which the isocyanate-capped polyol is prepared by reacting toluene diisocyanate and a polyethylene glycol having a molecular weight of about 1,000.

8. The process according to claim 1 in which the prepolymer is prepared by reacting toluene diisocyanate and a member selected from the group consisting of a polyoxyethylene-polyoxybutylene polyol, ethylene glycol, diethylene glycol, a polyoxyethylene polyol, a polyoxyethylene-polyoxypropylene polyol and mixtures thereof.

9. The process according to claim 1 in which the prepolymer is prepared by reacting toluene diisocyanate with an admixture of a polyethylene glycol having a molecular weight in the range 200-2,000 and trimethylolpropane, the trimethylolpropane and the polyethylene glycol being provided in a mole ratio of about 1:

1-4 and the toluene diisocyanate being provided in an amount up to four isocyanate groups/OH group provided by the polyethylene glycol and the trimethylolpropane.

10. The process according to claim 1 wherein the prepolymer is an isocyanate-capped polyoxyethylene polyol having a number average molecular weight in the range 200 to 20,000 before capping, said number average molecular weight being calculated by measurement of the hydroxyl content of the polyol from the formula:

space="preserve" listing-type="equation">M.sub.n =(56.1×

1000×

functionality)/(OH No.).

11. The process according to claim 10 wherein the number average molecular weight is in the range 600 to 6,000.

12. The process of claim 1 wherein the polyurethane particles formed have an average diameter in the range 30 A to 0.25 cm.