Method for producing polycarbonate diol, polycarbonate diol and polyurethane using same

1. A method for producing a polycarbonate diol, comprising:

subjecting a compound of formula (A), a compound of formula (B), and a carbonate compound to polycondensation by a transesterification reaction in the presence of a catalyst to produce a polycarbonate diol having a number average molecular weight of 250 to 5,000:

HO—(CH 2 ) 10 —OH  (A)

HO—R 1 —OH  (B)

wherein R 1 represents a substituted or unsubstituted divalent alkylene group having a carbon number of 3 to 20,

wherein

the compound of the formula (A) is not included by the formula (B),

the compound of formula (A) comprises from 0.01 to 1.0 wt % of an aldehyde derivative based on the weight of compound (A), and

a mol content of carbonate compound derived terminal groups to a total number of terminal groups of the polycarbonate diol is 10 mol % or less.

2. The method for producing a polycarbonate diol according to claim 1 , wherein the carbon atom on the main chain of R 1 is a primary, secondary or tertiary carbon atom.

3. The method for producing a polycarbonate diol according to claim 1 , wherein the compound of formula (B) is at least one compound selected from the group consisting of 1,3-propanediol, 1,4-butanediol and 1,5-pentanediol.

4. A polycarbonate diol comprising:

a structural unit derived from a compound of formula (A); and

a structural unit derived from a compound of formula (B);

wherein the polycarbonate diol has a number average molecular weight of 250 to 5,000 and comprises from 0.001 to 0.10 wt % of an aldehyde derivative, based on the polycarbonate diol:

HO—(CH 2 ) 10 —OH  (A)

HO—R 1 —OH  (B)

wherein

R 1 represents a substituted or unsubstituted divalent alkylene group having a carbon number of 3 to 20, wherein

the compound of the formula (A) is not included by the formula (B), and

a mol content of carbonate compound derived terminal groups to a total number of terminal groups of the polycarbonate diol is 10 moil % or less.

5. The polycarbonate diol according to claim 4 , wherein the carbon atom on the main chain of R 1 is a primary, secondary or tertiary carbon.

6. The polycarbonate diol according to claim 4 , wherein the compound of formula (B) is at least one compound selected from the group consisting of 1,3-propanediol, 1,4-butanediol and 1,5-pentanediol.

7. A polyurethane obtained by a method comprising reaction with the polycarbonate diol according to claim 4 .

8. An artificial leather or a synthetic leather, comprising the polyurethane according to claim 7 .

9. A coating material or a coating agent, comprising the polyurethane according to claim 7 .

10. An elastic fiber, comprising the polyurethane according to claim 7 .

11. An aqueous polyurethane coating material, comprising the polyurethane according to claim 7 .

12. A pressure sensitive adhesive or an adhesive, comprising the polyurethane according to claim 7 .

13. An active energy ray-curable polymer composition, comprising the polycarbonate diol according to claim 4 .

14. A method for producing a polyurethane, comprising:

reacting a polycarbonate diol according to claim 4 with a polyisocyanate and a chain extender to obtain the polyurethane.

15. The method for producing a polycarbonate diol according to claim 1 , wherein a mol ratio of compound of formula (A)/compound of formula (B) is from 40/60 to 1/90.

16. The polycarbonate diol according to claim 4 , wherein a mol ratio of compound of formula (A)/compound of formula (B) is from 40/60 to 1/90.