Permanent antistatic acid copolymer/quaternary amine polymeric films

• US 5,171,641 A
• Filed: 07/25/1990
• Issued: 12/15/1992
• Est. Priority Date: 01/14/1988
• Status: Expired due to Term

• Current Assignee: Cryovac Incorporated (Sealed Air)
• Original Assignee: W R Grace & Company - CONN (WR Grace & Company)
• Inventors: Havens, Marvin R., Roberts, William P.
• Primary Examiner(s): Henderson, Christopher
• Application Number:
  US07/558,354
• Time in Patent Office: 874 Days
• Field of Search: 428/500, 428/515, 428/516, 428/520, 525/329.9
• US Class Current: 428/516
• CPC Class Codes: B32B 27/28 comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42
• CPC Class Codes: C07C 211/63 having quaternised nitrogen atoms bound to acyclic carbon atoms
• CPC Class Codes: C07C 217/08 the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
• CPC Class Codes: C07C 303/32 of salts of sulfonic acids
• CPC Class Codes: C08J 2323/02 not modified by chemical after treatment
• CPC Class Codes: C08J 5/18 Manufacture of films or sheets
• CPC Class Codes: C08K 5/19 Quaternary ammonium compounds
• CPC Class Codes: C08L 23/02 not modified by chemical after-treatment
• CPC Class Codes: Y10T 428/31913 Monoolefin polymer

Abstract

An acid copolymer/quaternary amine mixture is disclosed which is permanently antistatic. The acid copolymer is a copolymer of (i) a major amount by mol % of an alpha-olefin of the formula RCH═CH₂ wherein R is H or C₁ to C₈ alkyl, and (ii) a minor amount by mol % of an alpha,beta-ethylenically unsaturated carboxylic acid. The quaternary amine is of the formula [(R¹)(R²)(R³)(R⁴)N]⁺ [X]^- wherein R¹ is selected from H, aryl, or C₁ to C₅₀ alkyl optionally having one or more non-contiguous C═O or NHC═O or --S-- or --O-- in the carbon chain, or the same as R² ; each of R², R³, and R⁴ is the same or different and selected from H, C₁ to C₁₈ alkyl optionally substituted with one or more OH or from --(R⁵ --O)_a --H where a is an integer from 1 to 10 and R⁵ is ethylene or propylene; and X is an anion selected from chloride, bromide, iodide, nitrate, fluoborate, phosphate, C₁ to C₈ alkyl phosphate, sulfate, C₁ to C₈ alkyl sulfate, formate, C₁ to C₈ alkyl or C₆ to C₂₄ alkaryl or aryl sulfonate, acetate, citrate, trifluoroacetate, propionate, tartrate or carbonate.

Claims

1. A film comprising a multi-layer antistatic film, which film will, after a 24-hour water shower, exhibit permanent antistatic characteristics by having a static decay time under about 3000 milliseconds at low humidity less than about 15% relative humidity, said film having the following layers:

(I) an interior layer comprising a mixture of (A) a polymer containing carboxylic acid moieties and (B) an antistatically effective amount of a quarternary amine wherein;

(A) the polymer containing carboxylic acid moieties is a copolymer of (i) a major amount by mol % of an alpha-olefin of the formula RCH═

CH₂ wherein R is H or C₁ to C₈ alkyl, and (ii) a minor amount by mol % of an alpha,beta-ethylenically unsaturated carboxylic acid, and

(B) the quarternary amine is of the formula

space="preserve" listing-type="equation">[(R.sup.1)(R.sup.2)(R.sup.3)(R.sup.4)N].sup.+ [X].sup.-

wherein

R¹ is selected from H, aryl, or C₁ to C₅₀ alkyl optionally having one or more non-contiguous C═

O or NHC═

O or --S-- or --O-- in the carbon chain, or the same as R² ;

each of R², R³, and R⁴ is the same or different and selected from H, C₁ to C₁₈ alkyl optionally substituted with one or more OH or from --(R⁵ --O)_a --H where a is an integer and from 1 to 10 and R⁵ is ethylene or propylene; and

X is an anion selected from chloride, bromide, iodide, nitrate, fluoborate, phosphate, C₁ to C₈ alkyl phosphate, sulfate, C₁ to C₈ alkyl sulfate, formate, C₁ to C₈ alkyl or C₆ to C₂₄ alkaryl or aryl sulfonate, acetate, trifluoroacetate, citrate, propionate, tartrate or carbonate,

and

(II) a first and second surface layer, each of said surface layers comprising polyolefin and being free of said mixture of (A) and (B).