Curable adhesive system, method of assembly of distinct components therewith
An adhesive system including a synergistic combination of a light curable silicone-containing adhesive composition and an amine-containing primer composition that provides desirable bond strength between two articles preferably one of the articles including a polyolefin or polyolefin-based thermoplastic elastomer. Methods of connecting articles, preferably those utilized in fluid transfer applications, utilizing the adhesive system and the resulting adhered assemblies are disclosed.
1. A light curable adhesive system for connecting two or more articles, comprising:
a light curable adhesive composition comprising a light curable silicone-containing compound and a photoinitiator capable of curing the silicone-containing compound, and
a primer composition comprising an amine-containing compound in a carrier liquid, wherein the carrier liquid is one or more of methanol, ethanol, isopropanol, hexane, and heptane, the adhesive composition capable of adhering two or more polymer articles after curing, wherein the amine-containing compound comprises at least a tertiary amine, and wherein the amine-containing compound is present in an amount from about 0.05 to about 1 part by weight per 100 parts by weight of the primer composition.
2. The light curable adhesive system according to claim 1 , wherein the adhesive composition further includes (meth)acrylate monomers in an amount from about 20 to about 70 parts by weight per 100 parts of the adhesive composition.
3. The light curable adhesive system according to claim 1 , wherein the adhesive composition and primer composition are separate and adapted to be applied to an article separately, wherein the primer composition is applied to the article and allowed to dry prior to application of the adhesive composition.
4. The light curable adhesive system according to claim 1 , wherein the adhesive composition and primer composition are present in the adhesive system as a blend.
5. The light curable adhesive system according to claim 1 , wherein the light curable silicone-containing compound has the general formula:
where A represents a polymer or copolymer backbone, which can be any number of combinations of polyurethane, silicone, polyamide, polyether, and polyester; R 1 and R 2 may be the same or different and are monovalent hydrocarbyl groups having up to 10 carbon atoms, or halo- or cyano-substituted hydrocarbyl groups; R 3 and R 4 may be the same or different monovalent groups and may contain an ethylenically unsaturated polymerizable double bond; R 5 is a methyl, ethyl, isopropyl or —CH 2 CH 2 OCH 3 ; a is 0, 1, or 2; a+b is 1 or 2; and R 6 is a monovalent hydrocarbyl group or
6. A light curable adhesive system for connecting two or more articles, comprising:
a light curable adhesive composition comprising alight curable silicone-containing compound and a photoinitiator capable of curing the silicone-containing compound, and a primer composition separate from the adhesive composition and comprising an amine-containing compound in a carrier liquid, wherein the primer composition is applied to at least one of the two or more articles separately and allowed to dry prior to application of the adhesive composition, wherein the carrier liquid is one or more of a hydrocarbon solvent and an organic solvent, and wherein the amine-containing compound is an aliphatic amine having one or more of the following formulae:
a) R—NH 2 , wherein R is one or more carbon atoms,
b)
wherein each R, independently, is an alkyl radical from 1 to about 20 carbon atoms optionally substituted with one or more functional groups,
c)
wherein each R, independently, is as defined above,
d)
wherein each R, independently, is as defined above, wherein R 1 is a hydrogen atom or an alkyl radical having from 1 to about 4 carbon atoms,
e)
wherein each R and R 1 are as defined above and R 2 is an alkyl or alkenyl radical containing from 1 to 8 carbon atoms,
f)
wherein R and R 2 are as defined above and R 3 represents a hydrogen atom or an alkyl radical containing from 1 to about 4 carbon atoms, wherein the adhesive composition is capable of adhering the two or more polymer articles after curing, wherein the amine containing compound comprises one or more of a primary, secondary and tertiary amine, and wherein amine-containing compound is present in the carrier liquid in an amount from about 0.01 part to about 2 parts by weight based on 100 total parts by weight of the primer composition.
7. The light curable adhesive system according to claim 6 , wherein the amine-containing compound comprises at least a tertiary amine.
8. The light curable adhesive system according to claim 7 , and wherein the amine-containing compound is present in an amount from about 0.05 part to about 1 part by weight per 100 parts by weight of the primer composition.
9. The light curable adhesive system according to claim 6 , wherein the adhesive composition further includes (meth)acrylate monomers in an amount from about 20 to about 70 parts by weight per 100 parts of the adhesive composition.
10. The light curable adhesive system according to claim 6 , wherein the carrier liquid is one or more of naphtha, hydrotreated light naphtha, hexane, heptane, methanol, isopropanol, and ethanol.
11. The light curable adhesive system according to claim 6 , wherein the light curable silicone-containing compound has the general formula:
where A represents a polymer or copolymer backbone, which can be any number of combinations of polyurethane, silicone, polyamide, polyether, and polyester; R 1 and R 2 may be the same or different and are monovalent hydrocarbyl groups having up to 10 carbon atoms, or halo- or cyano-substituted hydrocarbyl groups; R 3 and R 4 may be the same or different monovalent groups and may contain an ethylenically unsaturated polymerizable double bond; R 5 is a methyl, ethyl, isopropyl or —CH 2 CH 2 OCH 3 ; a is 0, 1, or 2; a+b is 1 or 2; and R 6 is a monovalent hydrocarbyl group or
12. A light curable adhesive system for connecting two or more articles, comprising:
a blend comprising:
a light curable silicone-containing compound, wherein the light curable silicone-containing compound has the general formula:
where A represents a polymer or copolymer backbone, which can be any number of combinations of polyurethane, silicone, polyamide, polyether, and polyester; R 1 and R 2 may be the same or different and are monovalent hydrocarbyl groups having up to 10 carbon atoms, or halo- or cyano-substituted hydrocarbyl groups; R 3 and R 4 may be the same or different monovalent groups and may contain an ethylenically unsaturated polymerizable double bond; R 5 is a methyl, ethyl, isopropyl or —CH 2 CH 2 OCH 3 ; a is 0, 1, or 2; a+b is 1 or 2; and R 6 is a monovalent hydrocarbyl group or
a photoinitiator capable of curing the silicone-containing compound;
an amine-containing compound; and
a carrier liquid comprising one or more of naphtha, hydrotreated light naphtha, hexane, heptane, methanol, isopropanol, and ethanol, the adhesive composition capable of adhering two or more polymer articles after curing, wherein the blend further includes (meth)acrylate monomers, wherein the amine containing compound comprises one or more of a primary, secondary and tertiary amine, and wherein the carrier liquid is one or more of naphtha, hydrotreated light naphtha, hexane, heptane, methanol, isopropanol, and ethanol.
13. The light curable adhesive system according to claim 12 , wherein the amine-containing compound comprises at least a tertiary amine.
14. The light curable adhesive system according to claim 12 , wherein the amine-containing compound is an aliphatic amine having one or more of the following formulae:
a) R—NH 2 , wherein R is one or more carbon atoms,
b)
wherein each R, independently, is an alkyl radical from 1 to about 20 carbon atoms optionally substituted with one or more functional groups,
c)
wherein each R, independently, is as defined above,
d)
wherein each R, independently, is as defined above, wherein R 1 is a hydrogen atom or an alkyl radical having from 1 to about 4 carbon atoms,
e)
wherein each R and R 1 are as defined above and R 2 is an alkyl or alkenyl radical containing from 1 to 8 carbon atoms
f)
wherein R and R 2 are as defined above and R 3 represents a hydrogen atom or an alkyl radical containing from 1 to about 4 carbon atoms.
15. The light curable adhesive system according to claim 14 , wherein the amine-containing compound is one or more of the amine-containing compounds defined in formulae c), d), e) and f).