Electroinitiated polymerization of compositions having a 1,1-disubstituted alkene compound

Patent metadata

Field	Value
Publication number	US-2016347871-A1
Application number	US-201514948734-A
Country	US
Kind code	A1
Filing date	Nov 23, 2015
Priority date	Jun 1, 2015
Publication date	Dec 1, 2016
Grant date	—

Abstract

Electropolymerizable compositions are disclosed. Certain electropolymerizable compositions include one or more 1,1-disubstituted alkene compounds and one or more conductive synergists. Other certain electropolymerizable compositions include one or more 1,1-disubstituted alkene compounds and one or more acid stabilizers and one or more free radical stabilizers.

First claim

What is claimed is:

1 . An electropolymerizable composition comprising:
one or more 1,1-disubstituted alkene compounds; one or more acid stabilizers; and one or more free radical stabilizers; and wherein the one or more acid stabilizers and the one or more free radical stabilizers are included in a ratio of about 10:100 parts-per million (“ppm”) to a ratio of about 10:1,000 ppm or more.

2 . The electropolymerizable composition of claim 1 , wherein the one or more 1,1-disubstituted alkene compounds comprise one or more of methylene malonate, methylene β-ketoester, methylene β-diketone, dialkyl disubstituted vinyl, dihaloalkyl disubstituted vinyl, and monofunctional, difunctional, or multifunctional monomers, oligomers, or polymers thereof.

3 . The electropolymerizable composition of claim 1 , wherein the one more 1,1-disubstituted alkene compounds comprise one or more of diethyl methylene malonate, fenchyl methyl methylene malonate, methylmethoxy ethyl methylene malonate, hexyl methyl methylene malonate, and dibutyl methylene malonate.

4 . The electropolymerizable composition of claim 1 , further comprising one or more members from the group including dyes, pigments, toughening agents, impact modifiers, rheology modifiers, plasticizing agents, natural or synthetic rubbers, filler agents, reinforcing agents, thickening agents, opacifiers, inhibitors, fluorescence markers, thermal degradation reducers, thermal resistance conferring agents, surfactants, and wetting agents.

5 . The electropolymerizable composition of claim 4 , wherein the thickening agents and plasticizers comprise one or more of vinyl chloride terpolymer and dimethyl sebacate.

6 . The electropolymerizable composition of claim 4 , wherein the filler agents comprise fumed silica.

7 . The electropolymerizable composition of claim 1 is substantially transparent.

8 . The electropolymerizable composition of claim 1 is substantially free of a solvent.

9 . The electropolymerizable composition of claim 1 has a viscosity of about 1,500 cPs to about 2,500 cPs.

10 . The electropolymerizable composition of claim 1 is configured to cure when exposed to an electrical charge.

11 . An electropolymerizable composition comprising:
one or more 1,1-disubstituted alkene compounds; and one or more conductive synergists selected from the group including a metal, a conductive inorganic material, a conductive polymer, an organic material, a metalloid material, a composite material, and an ionic compound.

12 . The electropolymerizable composition of claim 11 , wherein the one or more 1,1-disubstituted alkene compounds comprise one or more of diethyl methylene malonate, fenchyl methyl methylene malonate, methylmethoxy ethyl methylene malonate, hexyl methyl methylene malonate, and dibutyl methylene malonate.

13 . The electropolymerizable composition of claim 11 , wherein the conductive synergist comprises one or more of carbon black, tetrabutylammonium bromide, graphite, graphene, silver, ammonium trifluoromethane sulfonate, and ammonium sulfonate.

14 . The electropolymerizable composition of claim 11 , wherein the conductive synergist comprises carbon black.

15 . The electropolymerizable composition of claim 11 comprises about 1% to about 2% of the conductive synergist.

16 . The electropolymerizable composition of claim 11 , further comprising one or more acid stabilizers and one or more free radical stabilizers, and wherein the one or more acid stabilizers and the one or more free radical stabilizers are included in a ratio of about 10:100 parts-per million (“ppm”) to a ratio of about 10:1,000 ppm.

17 . An electropolymerizable composition comprising:
diethyl methylene malonate; carbon black; ammonium trifluoromethanesulfonate; vinyl chloride terpolymer; fumed silica; methanesulfonic acid (“MSA”); and mono methyl ether of hydroquinone (“MeHQ”).

18 . The electropolymerizable composition of claim 17 comprises by weight:
about 83.399% diethyl methylene malonate;
about 2.000% carbon black;
about 1.000% ammonium trifluoromethanesulfonate;
about 13.000% vinyl chloride terpolymer;
about 0.5000% fumed silica;
about 0.001% MSA; and
about 0.100% MeHQ.

19 . The electropolymerizable composition of claim 17 has a viscosity of about 1,500 cPs to about 2,500 cPs.

20 . The electropolymerizable composition of claim 17 exhibits a substantially black appearance.

Assignees

• Sirrus Inc

Inventors

• Stevenson Peter Rulon
• Sullivan Jeffrey M

Classifications

• C08F2/58 Primary

  Polymerisation initiated by direct application of electric current (electrolytic processes, e.g. electrophoresis C25) · CPC title

• C08L35/02

  Homopolymers or copolymers of esters (C08L35/06, C08L35/08 take precedence) · CPC title

• C08L2201/10

  Transparent films; Clear coatings; Transparent materials · CPC title

• C09J4/00

  Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16} · CPC title

• C08K3/36

  Silica · CPC title