Polymers adherent to polyolefins

• US 4,424,240 A
• Filed: 07/10/1981
• Issued: 01/03/1984
• Est. Priority Date: 05/08/1979
• Status: Expired due to Term

• Current Assignee: Rohm and Haas Company (Dow, Inc.)
• Original Assignee: Rohm and Haas Company (Dow, Inc.)
• Inventors: Kielbania, Andrew J. Jr.
• Primary Examiner(s): Herbert, Jr., Thomas J.
• Application Number:
  US06/282,121
• Time in Patent Office: 907 Days
• Field of Search: 427/385.5, 427/393.5, 427/412.3, 428/500, 428/516, 428/518, 428/343, 428/515, 428/520, 524/811, 524/814, 260/29.6 R
• US Class Current: 427/393.5
• CPC Class Codes: B05D 7/02 to macromolecular substances, e.g. rubber treatment or coating of shaped articles made of macromolecular substances C08J7/00
• CPC Class Codes: B32B 37/12 characterised by using adhesives
• CPC Class Codes: C08J 2323/02 not modified by chemical after treatment
• CPC Class Codes: C08J 2433/12 Homopolymers or copolymers of methyl methacrylate
• CPC Class Codes: C08J 7/0427 with only one layer of a composition containing a polymer binder with more layers C08J7/042
• CPC Class Codes: C08J 7/043 Improving the adhesiveness of the coatings per se, e.g. forming primers adhesives in the form of films or foils characterised by the primer layers between the polymer carriers and the adhesives C09J7/50
• CPC Class Codes: C08J 7/046 Forming abrasion-resistant coatings; Forming surface-hardening coatings
• CPC Class Codes: C08J 7/048 Forming gas barrier coatings
• CPC Class Codes: C09D 133/14 of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C09D 133/26 Homopolymers or copolymers of acrylamide or methacrylamide
• CPC Class Codes: Y10T 428/31909 Next to second addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31928 Ester, halide or nitrile of addition polymer

Abstract

This invention is concerned with an article comprising an untreated polyolefin substrate and adherent thereto a vinyl addition polymer of monomers comprising at least 5% by weight a primary monomer selected from

(a) monomers having the formula ##STR1## wherein X is -O-, -NH- or -NR⁵ -; R¹ and R⁷, individually, are H, methyl or ethyl;

R² is H or an organic radical, preferably -COOH, -CONH₂ or -COOR⁶ ;

R³ is H or an organic radical, preferably methyl, other alkyl having up to about five carbon atoms, -CH₂ COOR⁶, -COOR⁶ or -CH₂ COOH;

R⁴ and R⁵, individually, are monocyclic alkyl having six or more carbon atoms, acyclic alkyl having nine or more carbon atoms, or alkaryl having nine or more carbon atoms;

R⁶ is hydrocarbyl, preferably alkyl;

n has a value from zero to about ten;

(b) vinyl esters of alkanoic acids having at least eight carbon atoms;

(c) alkyl substituted styrenes wherein the substituent group or groups have a total three or more carbon atoms;

and mixtures thereof; said polymer having surface energy properties such as to form a stable bond with said substrate.

The polymer, used alone or in a blend with other polymers, serves as a coating, a tiecoat, an adhesive or a binder.

Claims

1. A process for preparing an article comprising an untreated polyolefin substrate and adherent thereto a vinyl addition polymer of monomers consisting essentially of ( 1) at least 5% by weight of a primary monomer selected from

(a) monomers having the formula ##STR5## wherein X is --O--, --NH-- or --NR⁵ --;

R¹ and R⁷, individually, are H, methyl or ethyl;

R² and R³, individually, are H or an organic radical;

R⁴ and R⁵, individually, are monocyclic alkyl having six or more carbon atoms, acyclic alkyl having nine or more carbon atoms, or alkaryl having nine or more carbon atoms;

n having a value from zero to about ten;

(b) vinyl esters of alkanoic acids having at least eight carbon atoms;

(c) alkyl substituted styrene wherein the substituent group or groups have a total of three or more carbon atoms;

and mixtures thereof and optionally (2) one or more substituted ethylene supplementary monomers;

said adherent polymer having surface energy properties such as to form a stable bond having a 180°

peel strength greater than 2 pounds per inch with said substrate, and wherein a liquid or foam comprising the vinyl addition polymer is applied to the polyolefin substrate and cured or dried.

2. The process of claim 1 additionally comprising the application of a coating to the polyolefin substrate having adherent thereto the vinyl addition polymer.

3. The process of claim 1 additionally comprising the application of a fiber flock to the polyolefin substrate having adherent thereto the vinyl addition polymer.

4. A process for preparing an article comprising an untreated polyolefin substrate and adherent thereto a vinyl addition polymer of monomers consisting essentially of (1) at least 5% by weight of a primary monomer selected from

(a) monomers having the formula ##STR6## wherein X is --O--, --NH-- or --NR⁵ --;

R¹ and R⁷, individually, are H, methyl or ethyl;

R² and R³, individually, are H or an organic radical;

R⁴ and R⁵, individually, are monocyclic alkyl having six or more carbon atoms, acyclic alkyl having nine or more carbon atoms, or alkaryl having nine or more carbon atoms;

n having a value from zero to about ten;

(b) vinyl esters of alkanoic acids having at least eight carbon atoms;

(c) alkyl substituted styrene wherein the substituent group or groups have a total of three or more carbon atoms;

and mixtures thereof and optionally (2) one or more substituted ethylene supplementary monomers;

said adherent polymer having surface energy properties such as to form a stable bond having a 180°

peel strength greater than 2 pounds per inch with said substrate, and wherein the vinyl addition polymer is cured or dried and a polyolefin is applied thereto.

5. A process for preparing an article comprising an untreated polyolefin substrate and adherent thereto a vinyl addition polymer of monomers consisting essentially of (1) at least 5% by weight of a primary monomer selected from

(a) monomers having the formula ##STR7## wherein X is --O--, --NH-- or --NR⁵ --;

R¹ and R⁷, individually, are H, methyl or ethyl;

R² and R³, individually, are H or an organic radical;

R⁴ and R⁵, individually, are monocyclic alkyl having six or more carbon atoms, acyclic alkyl having nine or more carbon atoms, or alkaryl having nine or more carbon atoms;

n having a value from zero to about ten;

(b) vinyl esters of alkanoic acids having at least eight carbon atoms;

(c) alkyl substituted styrene wherein the substituent group or groups have a total of three or more carbon atoms;

and mixtures thereof and optionally (2) one or more substituted ethylene supplementary monomers;

said adherent polymer having surface energy properties such as to form a stable bond having a 180°

peel strength greater than 2 pounds per inch with said substrate, and wherein the adherent vinyl addition polymer is applied to the substrate and a polyolefin is applied to the polymer.

6. A process for preparing an article comprising an untreated polyolefin substrate consisting of fiber flock adherent thereto a vinyl addition polymer of monomers consisting essentially of (1) at least 5% by weight of a primary monomer selected from

(a) monomers having the formula ##STR8## wherein X is --O--, --NH-- or --NR⁵ --;

R¹ and R⁷, individually, are H, methyl or ethyl;

R² and R³, individually, are H or an organic radical;

R⁴ and R⁵, individually, are monocyclic alkyl having six or more carbon atoms, acyclic alkyl having nine or more carbon atoms, or alkaryl having nine or more carbon atoms;

n having a value from zero to about ten;

(b) vinyl esters of alkanoic acids having at least eight carbon atoms;

(c) alkyl substituted styrene wherein the substituent group or groups have a total of three or more carbon atoms;

and mixtures thereof and optionally (2) one or more substituted ethylene supplementary monomers;

said adherent polymer having surface energy properties such as to form a stable bond, having a 180°

peel strength greater than 2 pounds per inch, with said substrate, and wherein the vinyl addition polymer is cured or dried.