Adhesive composition and laminate

Patent metadata

Field	Value
Publication number	US-9951259-B2
Application number	US-201515538656-A
Country	US
Kind code	B2
Filing date	Dec 22, 2015
Priority date	Dec 24, 2014
Publication date	Apr 24, 2018
Grant date	Apr 24, 2018

Abstract

Provided is an adhesive which, in a metal foil-containing laminated composite film used in a high temperature sterilization treatment, is resistant to the effects of moisture in the air during curing, has good workability when used as a solvent-free adhesive, and exhibits excellent adhesive strength and acid resistance. Provided is a method for producing an adhesive composition, the method including: a step of obtaining an alcohol-added isocyanate (E) by reacting a trifunctional or higher isocyanate compound (C2) and a monofunctional alcohol (D) at an equivalence ratio of isocyanate groups in the trifunctional or higher isocyanate compound (C2):monofunctional alcohol (D)=100 mol %:25 to 65 mol %, and a step of mixing a polyisocyanate (A) containing a trifunctional or higher isocyanate compound (C1) and the alcohol-added isocyanate (E), and an alcohol (B) having an acid value of 0.5 to 30 mgKOH/g, so that the equivalence ratio between isocyanate groups in the polyisocyanate (A) and hydroxyl groups in the alcohol (B) (isocyanate groups/hydroxyl groups) is within a range from 0.7 to 2.5.

First claim

The invention claimed is:

1. A method for producing an adhesive composition, the method comprising:
a step of obtaining an alcohol-added isocyanate (E) by reacting a trifunctional or higher isocyanate compound (C2) and a monofunctional alcohol (D) at an equivalence ratio of isocyanate groups in the trifunctional or higher isocyanate compound (C2):monofunctional alcohol (D)=100 mol %:25 to 65 mol %, and
a step of mixing a polyisocyanate (A) comprising a trifunctional or higher isocyanate compound (C1) and the alcohol-added isocyanate (E), and an alcohol (B) having an acid value of 0.5 to 30 mgKOH/g, so that an equivalence ratio between isocyanate groups in the polyisocyanate (A) and hydroxyl groups in the alcohol (B) (isocyanate groups/hydroxyl groups) is within a range from 0.7 to 2.5.

2. The method for producing an adhesive composition according to claim 1 , wherein the alcohol-added isocyanate (E) is included in an amount of 20 to 80% by weight out of 100% by weight of the polyisocyanate (A).

3. The method for producing an adhesive composition according to claim 1 , wherein the trifunctional or higher isocyanate compound (C1) is a trimer of at least one diisocyanate compound selected from the group consisting of aliphatic diisocyanates, araliphatic diisocyanates and alicyclic diisocyanates.

4. The method for producing an adhesive composition according to claim 1 , wherein the trifunctional or higher isocyanate compound (C2) is a trimer of at least one diisocyanate compound selected from the group consisting of aliphatic diisocyanates, araliphatic diisocyanates and alicyclic diisocyanates.

5. The method for producing an adhesive composition according to claim 1 , wherein the monofunctional alcohol (D) is an alicyclic alcohol (D1).

6. The method for producing an adhesive composition according to claim 1 , wherein the alcohol (B) comprises a polyol (B1) having an acid value of 1 to 15 mgKOH/g.

7. The method for producing an adhesive composition according to claim 6 , wherein at least 70 mol % among 100 mol % of all hydroxyl groups within the polyol (B1) are primary hydroxyl groups.

8. The method for producing an adhesive composition according to claim 1 , wherein the alcohol (B) comprises a polyol (B1) having an acid value of 15 to 40 mgKOH/g and a monofunctional alcohol (B2), wherein an amount of the monofunctional alcohol (B2) within 100% by weight of the alcohol (B) is not more than 50% by weight.

9. The method for producing an adhesive composition according to claim 8 , wherein the adhesive composition satisfies a relationship of formula 1 shown below:
Xa/ 56.1× Xc−Yh/ 56.1× Yc≤ 0.26  (1)

wherein Xa represents an acid value (mgKOH/g) of the polyol (B1), Xc represents a weight ratio of the polyol (B1) within a total weight of the polyol (B1) and the monofunctional alcohol (B2), Yh represents a hydroxyl value (mgKOH/g) of the monofunctional alcohol (B2), and Yc represents a weight ratio of the monofunctional alcohol (B2) within a total weight of the polyol (B1) and the monofunctional alcohol (B2).

10. The method for producing an adhesive composition according to claim 8 , wherein a molecular weight of the monofunctional alcohol (B2) is at least 100 but not more than 6,000.

11. The method for producing an adhesive composition according to claim 1 , wherein the adhesive composition is solvent-free.

12. The method for producing an adhesive composition according to claim 1 , wherein the adhesive composition is for use in a laminated composite film containing a metal foil.

13. A method for producing a laminate, the method comprising a step of bonding at least two sheet-like substrates using an adhesive composition produced using the method for producing an adhesive composition according to claim 1 .

Assignees

• Toyo Ink Sc Holdings Co Ltd
• Toyo Morton Ltd
• Toyochem Co Ltd

Inventors

• Natsumoto Tetsuya
• Oya Toru
• Tone Yoshitaka
• Hayashi Hiroyuki
• Kaneko Tetsuya
• Someda Tadashi
• Sato Yoshihiro

Classifications

• C08G18/4825 Primary

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

• C09J175/04 Primary

  Polyurethanes · CPC title

• C08G18/3203

  Polyhydroxy compounds · CPC title

• B32B27/40

  comprising polyurethanes · CPC title

• C09J175/06

  from polyesters · CPC title