THIOL-BASED ADHESIVE FORMULATIONS FOR REPAIRING WINDSHIELDS
Disclosed herein are adhesive compositions containing a polythiol compound, a (meth)acrylate monomer and/or a (meth)acrylate oligomer, a photoinitiator, and a stabilizer. These thiol-based adhesive compositions have a viscosity in the 5-100 cP range, and can be used to repair chips, cracks, and other damaged areas of a glass or automobile windshield.
1 - 62 . (canceled)
63 . An adhesive composition comprising:
(i) a polythiol compound;
(ii) a (meth)acrylate monomer and/or a (meth)acrylate oligomer;
(iii) a photoinitiator;
(iv) a stabilizer comprising an antioxidant component, an acidic component, or any combination thereof; and
(v) an adhesion promoter; wherein:
the composition has a Brookfield viscosity at 22.5° C. in a range from about 5 to about 100 cP.
64 . The composition of claim 63 , wherein the polythiol compound comprises 1,2-ethanedithiol, 1,8-dimercapto-3,6-dioxaoctane, glycol di(3-mercaptopropionate), trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptopropionate), ditrimethylolpropane tetrakis(3-mercaptopropionate), glycol dimercaptoacetate, trimethylolpropane trimercaptoacetate, pentaerythritol tetramercaptoacetate, an ethoxylated trimethylolpropane tris(3-mercaptopropionate), propylene glycol (3-mercaptopropionate), 2,3-di((2-mercaptoethyl)thio)-1-propanethiol, dimercaptodiethylsulfide, tris[2-(3-mercaptopropionyloxy)ethyl]isocyanurate, pentaerythritol tetrakis(thioglycolate), pentaerythritol tetrakis(3-mercaptopropyl ether), or any combination thereof.
65 . The composition of claim 63 , wherein the polythiol compound contains three or four thiol (—SH) groups.
66 . The composition of claim 63 , wherein the stabilizer comprises hydroquinone, p-tert-butyl catechol, 2,6-ditert-butyl-p-methylphenol, phenothiazine, N-phenyl-2-naphthylamine, butylated hydroxytoluene (BHT), or any combination thereof.
67 . The composition of claim 63 , wherein the stabilizer comprises a phosphorus-containing acid, an organic acid, acrylic acid, methacrylic acid, maleic acid, fumaric acid, cinnamic acid, cyanoacetic acid, barbituric acid, citric acid, ascorbic acid, or any combination thereof.
68 . The composition of claim 63 , wherein the composition comprises from about 5 to about 75 wt. % of the polythiol compound.
69 . The composition of claim 63 , wherein the composition comprises from about 50 to about 85 wt. % of the (meth)acrylate monomer and/or the (meth)acrylate oligomer.
70 . The composition of claim 63 , wherein the composition comprises:
from about 100 ppm to about 2 wt. % of the photoinitiator; and
from about 100 ppm to about 2 wt. % of the stabilizer.
71 . The composition of claim 63 , wherein the composition further comprises an olefin compound at a weight ratio of the (meth)acrylate monomer and/or the (meth)acrylate oligomer to the olefin compound in a range from about 1:1 to about 10:1.
72 . The composition of claim 63 , wherein the composition further comprises a UV inhibitor.
73 . The composition of claim 72 , wherein the composition comprises from about 100 ppm to about 2 wt. % of the UV inhibitor.
74 . The composition of claim 63 , wherein:
the adhesion promoter comprises a silane; and
the composition comprises from about 1 to about 18 wt. % of the adhesion promoter.
75 . The composition of claim 63 , wherein:
the Brookfield viscosity at 22.5° C. is in a range from about 12 to about 45 cP;
the composition has a refractive index in a range from about 1.48 to about 1.495; and
the composition is shelf-stable for at least 2 months at 25° C. and 1 atm.
76 . A cured adhesive produced from the composition of claim 63 .
77 . The adhesive of claim 76 , wherein the cured adhesive has a refractive index in a range from about 1.53 to about 1.54.
78 . An article of manufacture comprising a substrate partially filled with the cured adhesive of claim 76 , wherein the substrate comprises glass.
79 . A method for repairing a damaged area of a windshield, the method comprising:
(A) introducing the composition of claim 63 into the damaged area; and
(B) curing the composition to repair the damaged area of the windshield.
80 . The method of claim 79 , wherein:
step (A) and/or step (B) is/are conducted a temperature in a range from about 10 to about 35° C.; and
step (B) is conducted for a time period in a range from about 30 seconds to about 2 hours.
81 . The method of claim 79 , wherein an amount of the composition introduced in step (A) is in a range from about 0.05 to about 0.15 grams.
82 . A repaired windshield formed by the method of claim 79 .