Polyurethane polymers comprising macrocyclic crown ethers in the polymer backbone

• US 4,438,251 A
• Filed: 05/16/1983
• Issued: 03/20/1984
• Est. Priority Date: 05/16/1983
• Status: Expired due to Fees

• Current Assignee: Armstrong World Industries Incorporated
• Original Assignee: Armstrong World Industries Incorporated
• Inventors: Herweh, John E.
• Primary Examiner(s): Welsh, Maurice J.
• Application Number:
  US06/494,975
• Time in Patent Office: 309 Days
• Field of Search: 528/73
• US Class Current: 528/73
• CPC Class Codes: C08G 18/3218 containing cyclic groups having at least one oxygen atom in the ring

Abstract

The present invention relates to polyurethane polymers comprising macrocyclic polyether moieties in the polymer backbone. The polymers may be formed into films which are useful for a variety of purposes.

Claims

1. Polyurethane polymers comprising macrocyclic polyether moieties in the polymer backbone, said polymers being obtained from the reaction of

(a) a crown ether of the structure ##STR12## where n=1-3;

R₁ =--CHOHR₅, R₂, R₃, and R₄ independently=H or CH₃, and R₅ =H or a straight or branched chain alkyl group having from 1-13 carbon atoms;

provided that when R₁ is in the 3'"'"'-position, R₁ '"'"' is in the 3"- or 6"-position, and when R₁ is in the 4-position, R₁ '"'"' is in the 4"- or 5"-position, and further provided that the ring positions of R₂ '"'"', R₃ '"'"', and R₄ '"'"' in relation to R₁ '"'"' are the same as those of R₂, R₃ and R₄ in relation to R₁ ; and

(b) a suitable diisocyanate.

2. The invention as set forth in claim 1 hereof wherein said crown ether comprises an unrelated diol.

3. The invention as set forth in claim 1 hereof wherein n=2.

4. The invention as set forth in claim 3 hereof wherein said crown ether comprises an unrelated diol.

5. A process for preparing polyurethane polymers comprising macrocyclic polyether moieties in the polymer backbone, said process comprising the interaction of

(a) a crown ether of the structure ##STR13## where n=1-3;

R₁ =--CHOHR₅, R₂, R₃, and R₄ independently=H or CH₃, and R₅ =H or a straight or branched chain alkyl group having from 1-13 carbon atoms;

provided that when R₁ is in the 3'"'"'-position, R₁ '"'"' is in the 3"- or 6"-position, and when R₁ is in the 4'"'"'-position, R₁ '"'"' is in the 4"- or 5"-position, and further provided that the ring positions of R₂ '"'"', R₃ '"'"', and R₄ '"'"' in relation to R₁ '"'"' are the same as those of R₂, R₃ and R₄ in relation to R₁.

(b) a suitable diisocyanate.

6. The invention as set forth in claim 5 hereof wherein said crown ether comprises an unrelated diol.

7. The invention as set forth in claim 5 hereof wherein n=2.

8. The invention as set forth in claim 7 hereof wherein said crown ether comprises an unrelated diol.

9. Polyurethane polymers comprising macrocyclic polyether moieties in the polymer backbone, said polymers being obtained from the reaction of a crown ether of the structure ##STR14## where n=1-3;

R₆ =--R₇ --CHOH--R₈, R₂, R₃, and R₄ independently=H or CH₃, R₇ =--CH₂ -- or --CH₂ CH₂ --, and R₈ is a straight or branched chain lower alklyl group having from 1-6 carbon atoms, provided that the ring positions of R₂ '"'"', R₃ '"'"' and R₄ '"'"' in relation to R₁ '"'"' are the same as those of R₂, R₃, and R₄ in relation to R₁ ; and

a suitable diisocyanate.

10. The invention as set forth in claim 9 hereof wherein said crown ether comprises an unrelated diol.

11. The invention as set forth in claim 9 hereof wherein n=2.

12. The invention as set forth in claim 11 hereof wherein said crown ether comprises an unrelated diol.

13. A process for preparing polyurethane polymers comprising macrocylic polyether moieties in the polymer backbone, said process comprising the step of interacting a crown ether of the structure ##STR15## interacting a crown ether of the structure where n=1-3;

R₆ =--R₇ --CHOH--R₈, R₂, R₃, and R₄ independently=H or CH₃, R₇ =--CH₂ -- or --CH₂ CH₂ --, and R₈ is a straight or branched chain lower alklyl group having from 1-6 carbon atoms, provided that the ring positions of R₂ '"'"', R₃ '"'"', and R₄ '"'"' in relation to R₁ '"'"' are the same as those of R₂, R₃, and R₄ in relation to R₁ ; and

a suitable diisocyanate.

14. The invention as set forth in claim 13 hereof wherein said crown ether comprises an unrelated diol.

15. The invention as set forth in claim 13 hereon wherein n=2.

16. The invention as set forth in claim 15 hereof wherein said crown ether comprises an unrelated diol.