Polyurethane adhesive of epoxy resin, polyisocyanate, phosphorus oxy acid, and carboxylic acid

• US 5,096,980 A
• Filed: 06/20/1989
• Issued: 03/17/1992
• Est. Priority Date: 06/28/1988
• Status: Expired due to Fees

• Current Assignee: Takeda Chemical Industries, Ltd. (Takeda Pharmaceutical Company Limited)
• Original Assignee: Takeda Chemical Industries, Ltd. (Takeda Pharmaceutical Company Limited)
• Inventors: Hori, Teruo, Yamazaki, Kyuya, Ryoshi, Hiroto
• Primary Examiner(s): Marquis, Melvyn I.
• Assistant Examiner(s): Sellers, II, Robert E. L.
• Application Number:
  US07/370,747
• Time in Patent Office: 1,001 Days
• Field of Search: 525/528, 525/111, 525/423, 525/438, 525/454
• US Class Current: 525/438
• CPC Class Codes: C08G 18/4045 Mixtures of compounds of group C08G18/58 with other macromolecular compounds
• CPC Class Codes: C08G 18/6541 the low-molecular compounds being compounds of group C08G18/34
• CPC Class Codes: C08K 3/32 Phosphorus-containing compounds
• CPC Class Codes: C08L 2666/40 Phosphorus-containing compounds
• CPC Class Codes: C08L 2666/54 Inorganic substances
• CPC Class Codes: C08L 63/00 Compositions of epoxy resins; Compositions of derivatives of epoxy resins
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C09J 175/04 Polyurethanes

Abstract

A polyurethane adhesive composition containing an oxy acid of phosphorus or a derivative thereof, a carboxylic acid or an anhydride thereof and an epoxy resin can serve as an adhesive for manufacturing food packaging materials, for instance, giving bonds having very good bond strength, heat resistance and hot water resistance between a metal foil and a plastic film.

Claims

1. A polyurethane adhesive composition having improved storage stability which comprises an organic polyisocyanate, a polyol from about 0.01% by weight of an oxy acid of phosphorus or a derivative thereof, from about 0.01-20% by weight carboxylic acid or an anhydride thereof and from about 0.1-50% by weight of an epoxy resin, all percentages based on the weight of the whole composition, wherein the ratio of the number of NCO groups of the organic polyisocyanate to the number of active hydrogen groups of the polyol, oxy acid of phosphorus or a derivative thereof and epoxy resin (NCO/H) is about 1.2-20:

1 for a one-can adhesive or 0.4-10;

1 for a two-can adhesive.

2. The polyurethane adhesive composition as claimed in claim 1, wherein the organic polyisocyanate is a trimer derived from a monomeric polyisocyanate.

3. The polyurethane adhesive composition as claimed in claim 1, wherein the organic polyisocyanate is a product of addition of a diisocyanate to a low-molecular-weight polyol.

4. The polyurethane adhesive composition as claimed in claim 1, wherein the polyol is a polyester polyol.

5. The polyurethane adhesive composition as claimed in claim 1, wherein the polyol is a polyurethane polyol obtained by reacting a polyester polyol having a number average molecular weight of about 200-5,000,and a low-molecular-weight polyol having a number average molecular weight of 62 to 200 with an organic polyisocyanate.

6. The polyurethane adhesive composition as claimed in claim 1, wherein the oxy acid of phosphorus is phosphoric acid.

7. The polyurethane adhesive composition as claimed in claim 1, wherein the carboxylic acid or anhydride thereof is maleic anhydride, phthalic anhydride, acetic acid or succinic acid.

8. The polyurethane adhesive composition as claimed in claim 1, which is a two-can adhesive.