Thermoplastic polyurethanes prepared with small amounts of monohydric alcohols

• US 4,098,772 A
• Filed: 03/11/1976
• Issued: 07/04/1978
• Est. Priority Date: 03/11/1976
• Status: Expired due to Term

• Current Assignee: The Dow Chemical Company (Dow, Inc.)
• Original Assignee: The Upjohn Company (Pharmacia Corp.)
• Inventors: Bonk, Henry W., Ehrlich, Benjamin S., Pleckaitis, Joseph
• Primary Examiner(s): Cockeram, H.S.
• Application Number:
  US05/666,088
• Time in Patent Office: 845 Days
• Field of Search: 260/2.5 AM, 260/77.5 MA, 260/2.5 AD, 260/77.5 AA, 260/77.5 A, 260/75 NP
• US Class Current: 528/49
• CPC Class Codes: C08G 18/2815 Monohydroxy compounds
• CPC Class Codes: C08G 18/283 Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds
• CPC Class Codes: C08G 18/671 Unsaturated compounds having only one group containing active hydrogen takes precedence on groups C08G18/675 - C08G18/69
• CPC Class Codes: Y10S 264/77 Processes of molding urethanes

Abstract

The processing temperatures of thermoplastic polyurethane elastomers are reduced, and the extrudability and the sensitivity to degradation by shear and by moisture are improved, by including a minute proportion (from 0.0005 to 0.05 equivalents, per equivalent of isocyanate) of a monohydric aliphatic alcohol in the reaction mixture (diisocyanate, polymeric diol and difunctional extender) employed to prepare thermoplastic polyurethane elastomers by the one-shot procedure.

Claims

1. A thermoplastic polyurethane elastomer which is the product of a one-shot reaction of an organic diisocyanate, a polymeric diol, a difunctional extender and from 0.0005 equivalents to 0.05 equivalents, per equivalent of said diisocyanate, of a monohydric alcohol selected from the class consisting of dodecyl alcohol, stearyl alcohol, and the monobutyl ether of diethylene glycol.

2. A thermoplastic polyurethane elastomer according to claim 1 wherein the overall ratio of equivalents of isocyanate to equivalents of active hydrogen containing materials is within the range of 0.95:

1 to 1.10;

1.

3. A thermoplastic polyurethane elastomer according to claim 1 wherein the amount of monohydric alcohol employed is within the range of 0.001 to 0.01 equivalents, per equivalent of diisocyanate.

4. A thermoplastic polyurethane elastomer according to claim 1 wherein the amount of monohydric alcohol employed is within the range of 0.001 to 0.01 equivalents per equivalent of diisocyanate.

8. A thermoplastic polyurethane elastomer according to claim 1 wherein the organic diisocyanate is 4,4'"'"'-methylenebis(phenyl isocyanate).

5. A thermoplastic polyurethane elastomer which is the product of a one-shot reaction of:

(a) 4,4'"'"'-methylenebis(phenyl isocyanate);

(b) a polymeric diol having a molecular weight in the range of 500 to 3000;

(c) a diol extender; and

(d) from 0.0005 to 0.05 equivalents, per equivalent of said isocyanate, of a monohydric aliphatic alcohol selected from the class consisting of dodecyl alcohol, stearyl alcohol and the monobutyl ether of diethylene glycol;

the ratio of isocyanate groups to hydroxyl groups being within the range of about 0.95;

1 to about 1.10;

1.

6. A thermoplastic polyurethane elastomer according to claim 5 wherein the polymeric diol is a polycaprolactone diol.

7. A thermoplastic polyurethane elastomer according to claim 5 wherein the polymeric diol is a polytetramethylene glycol.