Polyurethane coating compositions and their use as gel coats

Patent metadata

Field	Value
Publication number	US-11566145-B2
Application number	US-201916373929-A
Country	US
Kind code	B2
Filing date	Apr 3, 2019
Priority date	Mar 14, 2019
Publication date	Jan 31, 2023
Grant date	Jan 31, 2023

Abstract

Polyurethane coating compositions are disclosed that include an isocyanate-reactive component that includes a polycyclic polyether polyol that is the reaction product of a reaction mixture that includes a polycyclic polyol starter, and an alkylene oxide, as well as an isocyanate-functional component that includes a non-aromatic polyisocyanate. The polyurethane coating compositions may be particularly useful as a gel coat in the manufacture of glass fiber reinforced plastics.

First claim

What is claimed is:

1. A coating composition comprising:
(a) an isocyanate-reactive component comprising a polycyclic polyether polyol that is the reaction product of a reaction mixture comprising:
(i) a polycyclic polyol starter, and
(ii) an alkylene oxide; and

(b) an isocyanate-functional component comprising a non-aromatic polyisocyanate, wherein the polycyclic polyol starter comprises a polycyclic diol, or the cyclic groups of the polycyclic polyol starter include an ether linkage.

2. The coating composition of claim 1 , wherein the polycyclic polyol starter is a bicyclic polyol and/or a tricyclic polyol.

3. The coating composition of claim 1 , wherein the cyclic groups of the polycyclic polyol starter are saturated.

4. The coating composition of claim 1 , wherein the cyclic groups of the polycyclic polyol starter have 5 atoms and/or 6 atoms.

5. The coating composition of claim 1 , wherein the polycyclic diol comprises a tricyclodecane unit, a bicyclodecane unit, a norbornane unit, a bicyclooctane unit, a bicyclononane unit, an isosorbide unit, or a bicycloundecane unit.

6. The coating composition of claim 1 , wherein the polycyclic diol is 1,4:3,6-dianhydrohexitol.

7. The coating composition of claim 1 , wherein the polycyclic polyether polyol has a hydroxyl functionality of 1.5 to 3.

8. The coating composition of claim 7 , wherein the hydroxyl functionality is 2 to 2.5.

9. The coating composition of claim 1 , wherein the polycyclic polyether polyol has a number average molecular weight of 200 Da to 600 Da.

10. The coating composition of claim 9 , wherein the number average molecular weight is 250 Da to 350 Da.

11. A process to produce a glass fiber reinforced laminate covered by a decorative gel coat layer, comprising:
(a) applying a release agent to a mold;
(b) applying the coating composition of claim 1 over the release agent,
(c) applying a glass fiber reinforced laminate to the coating composition, and
(d) removing the glass fiber reinforced laminate from the mold.

12. The process of claim 11 , wherein the glass fiber reinforced laminate comprises an unsaturated polyester resin.

13. A coating composition comprising:
(a) an isocyanate-reactive component comprising a polycyclic polyether polyol with a hydroxyl functionality of 2 to 2.5 and a number average molecular weight of 200 Da to 400 Da, wherein the polycyclic polyether polyol is a reaction product of a reaction mixture comprising:
(i) a polycyclic polyol starter comprising a tricyclodecane unit, a bicyclodecane unit, a norbomane unit, a bicyclooctane unit, a bicyclononane unit, an isosorbide unit, or a bicycloundecane unit, and
(ii) an alkylene oxide; and

(b) an isocyanate-functional component comprising a biuret, allophonate, and/or isocyanurate of 1,6-hexanediisocyanate.

14. The coating composition of claim 1 , wherein:
(1) the polycyclic diol is 1,4:3,6-dianhydrohexitol and/or 4,8-Bis(hydroxymethyl) tricyclo[5.2.1.02,6]decane; and
(2) the alkylene oxide is propylene oxide.

15. A process to produce a glass fiber reinforced laminate covered by a decorative gel coat layer, comprising:
(a) applying a release agent to a mold;
(b) applying the coating composition of claim 13 over the release agent,
(c) applying a glass fiber reinforced laminate to the coating composition, and
(d) removing the glass fiber reinforced laminate from the mold.

16. The process of claim 15 , wherein the glass fiber reinforced laminate comprises an unsaturated polyester resin.

17. A coating composition comprising:
(a) an isocyanate-reactive component comprising a polycyclic polyether polyol that is the reaction product of a reaction mixture comprising:
(i) a polycyclic polyol starter, and
(ii) an alkylene oxide; and

(b) an isocyanate-functional component comprising a biuret, allophonate, and/or isocyanurate of 1,6-hexanediisocyanate.

18. The coating composition of claim 17 , wherein the polycyclic polyol starter comprises a bicyclic polyol and/or a tricyclic polyol.

19. The coating composition of claim 17 , wherein the polycyclic polyol starter comprises a tricyclodecane unit, a bicyclodecane unit, a norbomane unit, a bicyclooctane unit, a bicyclononane unit, an isosorbide unit, or a bicycloundecane unit.

20. The coating composition of claim 17 , wherein the polycyclic polyether polyol has a number average molecular weight of 200 Da to 600 Da.

Assignees

• Covestro Llc

Inventors

• Loveday Anthony R
• Reese Jack R
• Adkins Rick L
• Zielinski David P
• Thompson-Colón James A
• Bushmire Alan D
• Chen Liang
• Xu Chen

Classifications

• C08G18/3218

  containing cyclic groups having at least one oxygen atom in the ring · CPC title

• B29C37/0032

  the coating being applied upon the mould surface before introducing the moulding compound, e.g. applying a gelcoat (B29C44/14 and B29C44/32 take precedence) · CPC title

• B29K2309/08

  Glass · CPC title

• C08J5/043

  with glass fibres · CPC title

• B29C70/28

  Shaping operations therefor · CPC title