ACRYLATE-TERMINATED URETHANE POLYBUTADIENES FORMED FROM LOW-MONOMER 1:1 MONOADDUCTS OF REACTIVE OLEFINIC COMPOUNDS AND DIISOCYANATES AND HYDROXY-TERMINATED POLYBUTADIENES

1 . An acrylate-terminated urethane polybutadiene obtained by reaction of

A) at least one low-monomer 1:1 monoadduct which has a free diisocyanate content of below 2.0% by weight relative to the total weight of the low-monomer 1:1 monoadduct

obtained by reaction of

a1) at least one compound selected from the group consisting of an aliphatic diisocyanate, a cycloaliphatic diisocyanate, and an araliphatic diisocyanate

and

a2) at least one reactive olefinic compound comprising at least one functionality selected from the group consisting of a methacrylate group, an acrylate group, and a vinyl ether group and further comprising one OH group

and

B) at least one hydroxy-terminated polybutadiene.

2 . The acrylate-terminated urethane polybutadiene according to claim 1 obtained by reaction of

A) at least one low-monomer 1:1 monoadduct which has a free diisocyanate content of below 2.0% by weight relative to the total weight of the low-monomer 1:1 monoadduct

obtained by reaction of

a1) at least one compound selected from the group consisting of an aliphatic diisocyanate, a cycloaliphatic diisocyanate, and an araliphatic diisocyanate

and

a2) at least one reactive olefinic compound comprising at least one functionality selected from the group consisting of a methacrylate group, an acrylate group, and a vinyl ether group and further comprising one OH group

and

B) at least one hydroxy-terminated polybutadiene; in the presence of

C) at least one polymerization inhibitor C).

3 . The acrylate-terminated urethane polybutadiene according to claim 1 , wherein the ratio of NCO groups of the low-monomer 1:1 monoadduct component A) to OH groups of the hydroxy-terminated polybutadiene component B) is 1.2:1 to 1:40.

4 . The acrylate-terminated urethane polybutadiene according to claim 1 , which has an NCO content of <0.5% by weight relative to the total weight of the acrylate-terminated urethane polybutadiene.

5 . The acrylate-terminated urethane polybutadiene according to claim 1 , having an increase in polydispersity of not more than 30%, relative to a polydispersity of the hydroxy-terminated polybutadiene.

6 . The acrylate-terminated urethane polybutadiene according to claim 1 , wherein the at least one compound selected from the group consisting of an aliphatic diisocyanate, a cycloaliphatic diisocyanate, and an araliphatic diisocyanate component a1) is at least one diisocyanate selected from the group consisting of isophorone diisocyanate, 2,2,4-trimethylhexamethylene 1,6-diisocyanate, 2,4,4-trimethylhexamethylene 1,6-diisocyanate, hexamethylene 1,6-diisocyanate, methylene dicyclohexyl 4,4′-diisocyanate, methylene dicyclohexyl 2,2′-diisocyanate, methylene dicyclohexyl 2,4-diisocyanate and isomer mixtures.

7 . The acrylate-terminated urethane polybutadiene according to claim 1 , wherein the reactive olefinic compound component a2), comprises a methacrylate group, or an acrylate group, or a vinyl ether group and further comprises one hydroxyl group.

8 . The acrylate terminated urethane polybutadiene according to claim 1 , wherein the reactive olefinic compound component a2), is at least one compound selected from the group consisting of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, hydroxybutyl methacrylate, glycerol diacrylate, pentaerythritol triacrylate, trimethylolpropane diacrylate, glycerol dimethacrylate, pentaerythritol trimethacrylate, trimethylolpropane dimethacrylate, hydroxyethyl vinyl ether, hydroxypropyl vinyl ether, hydroxybutyl vinyl ether, hydroxypentyl vinyl ether, and hydroxyhexyl vinyl ether.

9 . The acrylate-terminated urethane polybutadiene according to claim 1 , wherein the mean molecular weight, as determined by gel permeation chromatography, of the hydroxy-terminated polybutadiene component B) is between 500 and 10000 g/mol.

10 . The acrylate-terminated urethane polybutadiene according to claim 1 , wherein the hydroxy-terminated polybutadiene component B) comprises 1,3-butadiene-derived monomer units:

wherein a proportion of (I) relative to the total 1,3-butadiene-derived monomer units present in the hydroxy-terminated polybutadiene is 10 to 60 mole percent, and

wherein the sum of a proportion of (II) and a proportion of (III) relative to the total 1,3-butadiene-derived monomer units present in the hydroxy-terminated polybutadiene is 40 to 90 mole percent.

11 . The acrylate-terminated urethane polybutadiene according to claim 10 , wherein the hydroxy-terminated polybutadiene component B) has a proportion of (I) relative to the total 1,3-butadiene-derived monomer units present in the hydroxy-terminated polybutadiene of 15 to 30 mol %,

has a proportion of (II) relative to the total 1,3-butadiene-derived monomer units present in the hydroxy-terminated polybutadiene of 50 to 70 mol %, and

has a proportion of (III) relative to the total 1,3-butadiene-derived monomer units present in the hydroxy-terminated polybutadiene of 15 to 30 mol %.

12 . A process for preparing the acrylate-terminated urethane polybutadiene according claim 1 , the process comprising:

reacting

A) at least one low-monomer 1:1 monoadduct which has a free diisocyanate content of below 2.0% by weight relative to the total weight of the low-monomer 1:1 monoadduct

obtained by reaction of

a1) at least one compound selected from the group consisting of an aliphatic diisocyanate, a cycloaliphatic diisocyanate, and an araliphatic diisocyanate

and

a2) at least one reactive olefinic compound comprising at least one functionality selected from the group consisting of a methacrylate group, an acrylate group, and a vinyl ether group and further comprising one OH group

and

B) at least one hydroxy-terminated polybutadiene; optionally in the presence of

C) at least one polymerization inhibitor C).

13 . The process according to claim 12 , wherein the reacting is performed within a temperature range of 40-120° C.

14 . The acrylate-terminated urethane polybutadiene according to claim 1 , wherein the hydroxy-terminated polybutadiene component B) is partly or frilly hydrogenated.

15 . The acrylate-terminated urethane polybutadiene according to claim 2 , wherein the hydroxy-terminated polybutadiene component B) is partly or fully hydrogenated.

16 . The process according to claim 12 , wherein the reacting is performed in the presence of at least one polymerization inhibitor C).

17 . The process according to claim 12 , wherein the hydroxy-terminated polybutadiene component B) is partly or fully hydrogenated.