Pressure sensitive adhesive tapes and method of making same

• US 4,112,213 A
• Filed: 06/03/1974
• Issued: 09/05/1978
• Est. Priority Date: 09/28/1964
• Status: Expired due to Term

• Current Assignee: Johnson & Johnson
• Original Assignee: Johnson & Johnson
• Inventors: Waldman, Harold Louis
• Primary Examiner(s): Levin, Stanford M.
• Application Number:
  US05/475,707
• Time in Patent Office: 1,555 Days
• Field of Search: 260/80.71, 260/86.1 R, 260/86.1 E, 117/122 PH, 117/122 PS, 427/207 B, 428/355, 450/732.5, 526/279
• US Class Current: 526/279
• CPC Class Codes: C09J 7/385 Acrylic polymers
• CPC Class Codes: Y10T 428/2852 Adhesive compositions
• CPC Class Codes: Y10T 428/2891 including addition polymer from alpha-beta unsaturated carboxylic acid [e.g., acrylic acid, methacrylic acid, etc.] Or derivative thereof

Abstract

Acrylate pressure sensitive adhesives are prepared having improved internal strength by preparing tacky acrylate polymers containing alkoxy silyl alkyl groups of the general formula ##STR1## where R'"'"' and R" are either CH₃ -- or CH₃ CH₂ -- and R is one of the group consisting of CH₃ --; CH₃ CH₂ --; CH₃ O--; and CH₃ CHO--, and

n is a number of 0 through 8

In an amount of 0.01 to 1.0 percent by weight, based on the weight of the acrylate polymer, spreading a solution of the acrylate polymer onto a substrate, removing the solvent from the substrate and crosslinking the polymer by heating with or without the presence of a catalyst. The acrylate polymers contain in interpolymerized form at least 50 percent by weight, based on the weight of the polymer, of alkyl acrylate monomer having alkyl group of C₄ to C₁₂ carbons. Also, in the preferred practice crosslinking is carried out by adding a suitable catalyst to the solution of adhesive prior to spreading the same on a substrate with subsequent solvent evaporation and crosslinking of the polymer.

Claims

1. The method of making pressure sensitive adhesive coated articles having acrylate pressure sensitive adhesive coatings of improved internal strength comprising spreading a solution of acrylate pressure sensitive adhesive polymer in organic solvent on a substrate, the acrylate polymer containing randomly interpolymerized therein:

(a) at least 60% by weight of an alkyl acrylate monomer in which the alkyl group has 4 to 12 carbons; and

(b) a monomer containing an alkoxy silyl alkyl group, said alkoxy silyl alkyl group-containing monomer being present in an amount sufficient to provide from 0.01% to 1.0% by weight of the acrylate polymer of said alkoxy silyl alkyl groups, said alkoxy silyl alkyl group-containing monomer having the general formula ##STR7## where R'"'"' is one of the group consisting of CH₃ -- and CH₃ CH₂ --, R" is one of the group consisting of CH₃ -- and CH₃ CH₂ --, R is one of the group consisting of CH₃ --, CH₃ CH₂ --, CH₃ O--, and CH₃ CH₂ O--, R'"'"'" is one of the group consisting of ##STR8## and n is a number selected from the group consisting of 0 and the integers 1 through 8, said alkoxy silyl alkyl group-containing monomer being interpolymerized in said polymer through its ethylenically unsaturated double bond;

evaporating off the solvent and heating the coating of pressure sensitive adhesive to crosslink the same.

2. The method of claim 1 in which said substrate is a flexible backing for forming a pressure sensitive adhesive tape.

3. The method of claim 2 wherein an organo metallic salt of lead or tin is added to the polymer solution prior to spreading the same.

4. The method of claim 3 in which said metallic salt is a member of the group consisting of lead octoate, dibutyltin di-2-ethylhexoate, and dibutyltin dilaurate.

5. The method of claim 2 in which said monomer containing an alkoxy silyl alkyl group is selected from at least one of the group consisting of ##STR9##

6. The method of claim 2 in which said alkyl acrylate comprises ethylhexyl acrylate.

7. The method of claim 6 in which said polymer further comprises randomly interpolymerized therein at least one monomer selected from the group consisting of vinyl acetate and N-tert-butylacrylamide.

8. The method of claim 7 in which said polymer further comprises randomly interpolymerized therein N-tert-butylacrylamide and vinyl acetate.

9. A pressure sensitive adhesive tape comprising a flexible backing, a coating of crosslinked acrylate pressure sensitive adhesive polymer bonded to at least one side of said backing, said crosslinked acrylate pressure sensitive polymer having an insoluble gel content in toluene, said acrylate pressure sensitive polymer containing randomly polymerized therein:

(a) at least 60% by weight of an alkyl acrylate monomer in which the alkyl group has 4 to 12 carbons; and

(b) a monomer containing an alkoxy silyl alkyl group, said alkoxy silyl alkyl group-containing monomer being present in an amount sufficient to provide from 0.01% to 1.0% by weight of the acrylate polymer of said alkoxy silyl alkyl groups, said alkoxy silyl alkyl group-containing monomer having the general formula ##STR10## where R'"'"' is one of the group consisting of CH₃ -- and CH₃ CH₂ --, R" is one of the group consisting of CH₃ -- and CH₃ CH₂ --, R is one of the group consisting of CH₃ --, CH₃ CH₂ --, CH₃ O--, and CH₃ CH₂ O--, R'"'"'" is one of the group consisting of ##STR11## and n is a number selected from the group consisting of 0 and the integers 1 through 8, said alkoxy silyl alkyl group-containing monomer being interpolymerized in said polymer through its ethylenically unsaturated double bond.

10. A pressure sensitive adhesive tape of claim 9 in which said monomer containing an alkoxy silyl alkyl group is selected from at least one of the group consisting of ##STR12##

11. A pressure sensitive adhesive tape of claim 9 in which the alkyl acrylate comprises ethylhexyl acrylate.

12. A pressure sensitive adhesive tape of claim 11 in which the acrylate pressure sensitive adhesive polymer further comprises randomly interpolymerized therein at least one monomer selected from the group consisting of vinyl acetate and N-tert-butylacrylamide.

13. A pressure sensitive adhesive tape of claim 12 in which said pressure sensitive adhesive polymer further comprises randomly interpolymerized therein vinyl acetate and N-tert-butylacrylamide.