Retort adhesive composition

Patent metadata

Field	Value
Publication number	US-12018186-B2
Application number	US-202017621226-A
Country	US
Kind code	B2
Filing date	May 19, 2020
Priority date	Jun 18, 2019
Publication date	Jun 25, 2024
Grant date	Jun 25, 2024

Abstract

A solvent-based polyurethane retort adhesive system for producing laminates including: (A) at least one isocyanate compound, Component A, comprising: a blend of: (i) at least one aliphatic-based isocyanate and (ii) at least one aromatic-based isocyanate; and (B) at least one isocyanate-reactive component, Component B, comprising: (i) at least one phosphate ester compound and (ii) at least one polyether polyol having an average molecular weight of less than 1,500 g/mol; a process for producing the above adhesive; a multi-layer laminate product including the above adhesive; and a process for producing a laminate product using the above adhesive.

First claim

What is claimed is:

1. A solvent-based retort adhesive composition consisting of:
(A) at least one isocyanate compound, Component A, consisting of a blend of: (i) at least one aliphatic-based isocyanate and (ii) from 30 wt % to 90 wt % of at least one aromatic-based isocyanate based on the total wt % of Component A;
(B) at least one isocyanate-reactive component, Component B, consisting of:
(i) at least one phosphate ester compound,
(ii) a first polyether polyol having an average molecular weight of about 1,500 g/mol, and
(iii) a second polyether polyol having an average molecular weight from 250 g/mol to less than 1,000 g/mol; and
(C) a solvent.

2. The adhesive of claim 1 , wherein the at least one aromatic-based isocyanate, component (ii) of Component A, is an isocyanate prepolymer comprising a reaction product of: (α) at least one isocyanate compound and (β) at least one polyol compound.

3. The adhesive of claim 1 , wherein the at least one phosphate ester compound, component (i) of Component B, is selected from the group consisting of: a phosphate ester compound having the following Structure (I):

wherein R 1 is an organic group, wherein R 1 may or may not have one or more additional pendant —OH groups, wherein R 1 may or may not have one or more additional pendant groups of Structure (I), and wherein two or more of the —OH groups and the group(s) of Structure (I) may or may not be attached to the same atom of R 1 ; a phosphate ester compound containing urethane linkages; and mixtures thereof.

4. The adhesive of claim 1 , wherein at least one of the first polyether polyol and the second polyether polyol of Component B, is selected from group consisting of polypropylene glycols, polytetramethylene ether glycols, polybutylene oxide-based polyols, mixtures thereof, and copolymers thereof.

5. The adhesive of claim 1 , wherein the at least one isocyanate compound, Component A, consists of (i) 20 wt % of the at least one aliphatic-based isocyanate and (ii) 80 wt % of the at least one aromatic-based isocyanate.

6. The adhesive of claim 1 wherein the aliphatic-based isocyanate consists of hexamethylene diisocyanate.

7. The adhesive of claim 1 , wherein the at least one isocyanate compound, Component A, consists of (i) 10 wt % of the at least one aliphatic-based isocyanate and (ii) 90 wt % of the at least one aromatic-based isocyanate.

8. The adhesive of claim 1 , wherein the at least one isocyanate reactive compound, Component B has an average hydroxyl group functionality from 1.8 to 4.0.

9. The adhesive of claim 1 , wherein the phosphate ester is present in an amount from 20 wt % to 60 wt %, based on dry weight of the isocyanate-reactive component, Component B.

10. The adhesive of claim 1 wherein the first polyether polyol is a first polypropylene glycol; and
the second polyether polyol is a second polypropylene glycol.

11. The adhesive of claim 10 wherein the first polypropylene glycol is a first triol; and
the second polypropylene glycol is a second triol.

12. The adhesive of claim 1 wherein the solvent is present and the solvent is selected from the group consisting of ethyl acetate, methyl ether ketone, toluene, and mixtures thereof.

13. The adhesive of claim 1 wherein Component (B) contains more of the second polyether polyol than the first polyether polyol.

14. A solvent-based retort adhesive composition consisting of:
(A) an isocyanate compound, Component A, consisting of a blend of
(i) at least one aliphatic-based isocyanate, and
(ii) from 30 wt % to 90 wt % of at least one aromatic-based isocyanate based on the total wt % of Component A;
(B) an isocyanate-reactive component, Component B, consisting of
(i) a phosphate ester compound,
(ii) a first polyether polyol, and
(iii) a second polyether polyol different than the first polyether polyol.

15. The adhesive composition of claim 14 wherein
the first polyether polyol (B)(i) has an average molecular weight of about 1,500 g/mol; and
the second polyether polyol has an average molecular weight from 250 g/mol to less than 1000 g/mol.

16. The adhesive composition of claim 15 wherein
the first polyether polyol (B)(i) is a first polypropylene glycol; and
the second polyether polyol (B)(ii) is a second polypropylene glycol.

17. The adhesive composition of claim 16 wherein
the first polypropylene glycol is a first triol; and
the second polypropylene glycol is a second triol.

18. The adhesive of claim 17 wherein Component (A) consists of 90 wt % of the aromatic-based isocyanate and 10 wt % of the aliphatic-based isocyanate.

19. The adhesive of claim 17 wherein Component (A) consists of 80 wt % of the aromatic-based isocyanate and 20 wt % of the aliphatic-based isocyanate.

20. The adhesive composition of claim 17 wherein the solvent is present and the solvent is selected from the group consisting of ethyl acetate, methyl ether ketone, toluene, and mixtures thereof.

Assignees

• Dow Global Technologies Llc
• Rohm & Haas

Inventors

• Wu Jie
• Dewasthale Sudhanwa D
• Chen Mai

Classifications

• C09J2475/00

  Presence of polyurethane · CPC title

• C09J5/00

  Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers · CPC title

• C08G18/7671 Primary

  containing only one alkylene bisphenyl group · CPC title

• C08G18/6666

  Compounds of group C08G18/48 or C08G18/52 · CPC title

• C08G18/4829

  Polyethers containing at least three hydroxy groups (C08G18/4833 - C08G18/5096 take precedence) · CPC title