Urethane elastomers prepared from polyethers having a certain molecular weight distribution

• US 3,963,681 A
• Filed: 06/27/1974
• Issued: 06/15/1976
• Est. Priority Date: 07/03/1973
• Status: Expired due to Term

• Current Assignee: Bridgestone Tire Company Limited (Bridgestone Corporation)
• Original Assignee: Bridgestone Tire Company Limited (Bridgestone Corporation)
• Inventors: Iseda, Yutaka, Kaneko, Yoshio, Toki, Shigeyuki, Watabe, Yoji, Matsunaga, Tsutomu
• Primary Examiner(s): Welsh, M. J.
• Application Number:
  US05/483,535
• Time in Patent Office: 719 Days
• Field of Search: 260/77.5 AP, 260/77.5 AM
• US Class Current: 528/61
• CPC Class Codes: C08G 18/12 using two or more compounds having active hydrogen in the first polymerisation step
• CPC Class Codes: C08G 18/4804 Two or more polyethers of different physical or chemical nature
• CPC Class Codes: C08G 18/4808 Mixtures of two or more polyetherdiols

Abstract

Polyether urethane elastomer composition having improved mechanical properties has been prepared by using polyfunctional isocyanate, curing agent and polyether having active hydrogen terminal groups, wherein the weight average molecular weight of said polyether is within the range of 1,000 to less than 4,500 and the molecular weight distribution curve of said polyether has at least two peaks, at least one of which is located in the higher molecular weight region and at least another one of which is located in the lower molecular weight region than the rheological critical molecular weight of said polyether and wherein the equivalent ratio (d) of active hydrogen of a curing agent to the isocyanate group of said polyfunctional isocyanate is in the range of 0.9<d<1.2.

Claims

1. Polyether urethane elastomer composition having improved mechanical properties prepared by using polyfunctional isocyanate, curing agent and polyether having active hydrogen terminal groups which can react with the isocyanate group, wherein weight average molecular weight of said polyether is within the range of 1,000 to less than 4,500 and the molecular weight distribution curve of said polyether has at least two peaks, at least one of which is located in the higher molecular weight region and at least another one of which is located in the lower molecular weight region than the critical molecular weight of said polyether and wherein the equivalent ratio (d) of active hydrogen of a curing agent to the isocyanate group of said polyfunctional isocyanate is in the range of 0.9<

d<

1.2.

2. Polyether urethane elastomer composition as claimed in claim 1, wherein the polyether component is prepared by mixing at least one polyether having the peak of its molecular weight distribution curve below the critical molecular weight of said polyether component and at least one other polyether having the peak of its molecular weight distribution curve above the critical molecular weight of said polyether component.

3. Polyether urethane elastomer composition as claimed in claim 1, wherein said active hydrogen terminal group is at least one selected from the group consisting of terminal hydroxyl group, terminal amino group, terminal carboxyl group and terminal thiol group.

4. Polyether urethane elastomer composition as claimed in claim 1, wherein said polyether is at least one selected from the group consisting of polyalkylene dicarboxylic acid, polyalkylene dithiol, polyalkylene diamine, their mixtures, and pre-extended polymers produced by subjecting such polyethers to reaction with a diisocyanate or diisocyanate prepolymer of such polyethers.

5. Polyether urethane elastomer composition as claimed in claim 1, wherein said polyether is polyalkylene glycol.

6. Polyether urethane elastomer composition as claimed in claim 4, wherein said pre-extended polymer is prepared by reacting polyalkylene glycol with diisocyanate.

7. Polyether urethane elastomer composition as claimed in claim 5, wherein said polyalkylene glycol is selected from the group consisting of polyethylene glycol, polypropylene glycol, polytetramethylene glycol and their mixtures.

8. Polyether urethane elastomer composition as claimed in claim 5, wherein said polyalkylene glycol is polytetramethylene glycol.

9. Polyether urethane elastomer composition as claimed in claim 1, wherein said polyfunctional isocyanate is at least one selected from the group consisting of aromatic diisocyanate, aliphatic diisocyanate and triisocyanate.

10. Polyether urethane elastomer composition as claimed in claim 1, wherein said polyfunctional isocyanate is at least one selected from the group consisting of tolylene-2,4-diisocyanate, tolylene-2,6-diisocyanate, naphthalene-1,5-diisocyanate, diphenyl-4,4'"'"'-diisocyanate, diphenylmethane-4,4'"'"'-diisocyanate, 1,6-hexamethylene diisocyanate, 1,3-, and 1,4-cyclohexyl diisocyanate, methylene-bis(4-cyclohexyl diisocyanate), 1,3- and 1,4-xylylene diisocyanate, and their mixtures.

11. Polyether urethane elastomer composition as claimed in claim 1, wherein said curing agent is at least one selected from the group consisting of polyamine and polyol.

12. Polyether urethane elastomer composition as claimed in claim 1, wherein said curing agent is at least one selected from the group consisting of methylene bis(ortho-chloroaniline), naphthalene-1,5-diamine, ortho-, meta- and para-phenylenediamine, tolylene-2,4-diamine, dichlorobenzidine, diphenylether-4,4'"'"'-diamine, hydrazine, ethylenediamine, hexamethylene-1,6-diamine, piperazine, ethylene glycol, 1,3-propylene glycol, 1,3- and 1,4-butanediol, trimethylolpropane and their mixtures.

13. Process for preparation of the polyether urethane elastomer composition as claimed in claim 2, wherein after mixing the polyethers the mixture so obtained is subjected to reaction with polyfunctional isocyanate selected from the group consisting of aromatic diisocyanate and aliphatic diisocyanate and triisocyanate and then the mixture of polyethers and polyfunctional isocyanate is cured with at least one curing agent selected from the group consisting of polyamine and polyol.

14. Process for preparation of the polyether urethane elastomer composition as claimed in claim 2, wherein, after mixing the polyethers the polyether mixture is subjected to reaction with polyfunctional isocyanate selected from the group consisting of aromatic diisocyanate and aliphatic diisocyanate and triisocyanate and curing agent selected from the group consisting of polyamine and polyol at the same time.