Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Compositions to be polymerized by wave energy wherein said...
Reexamination Certificate
2001-04-06
2003-01-28
Berman, Susan W. (Department: 1711)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Compositions to be polymerized by wave energy wherein said...
C522S171000, C522S180000, C522S182000, C524S560000
Reexamination Certificate
active
06512021
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a sealing agent having a satisfactory adhesion property to steel having an oil surface.
BACKGROUND ART
Currently, in the production process of a body for automobile, a large amount of a sealing agent is used for rust prevention and corrosion prevention. The body for automobile is generally produced by a method in which a cold-rolled steel, a galvanized steel, an aluminum alloy, etc., to which a press oil, a rust-preventing oil or the like adheres, is subjected to press molding, and then, it is subjected to degreasing (oil washing) step and electrodeposition coating, and a sealing agent is applied thereonto and dried, followed by intercoating and finish coating. In some cases, before the degreasing step, a sealing agent may be applied and dried.
As the sealing agent used for preventing automobiles from suffering rusting and corrosion, there are a sealing agent of a vinyl chloride system, that of an urethane system and the like, but almost all sealing agents are of a vinyl chloride system, and these are ones obtained by impregnating polyvinyl chloride with a plasticizer, a stabilizer and the like.
A vinyl chloride sealer is generally of a heat curing type, and needs to be heated at the time of application. Therefore, a heating oven for heating the sealer is needed, so that a large amount of energy is required. Further, this sealer contains chlorine, and therefore, a problem is encountered in that the sealer cannot be easily disposed of by burning. In addition, an urethane sealer is of a two-pack type or a moisture curing type, and thus, it has drawbacks that a mixing operation by means of a mixing machine is required before application, and that a long period of time is required until setting of the sealer is completed, and the like. Further, these sealer agents have a poor adhesion property to a cold-rolled steel, a galvanized steel or an aluminum alloy, to which a press oil, a rust-preventing oil or the like adheres, and may flow away therefrom in the oil washing step before coating step.
DISCLOSURE OF THE INVENTION
The present invention is directed to (1) a photo-curing sealing agent comprising (a)an (meth)acrylate ester having a solubility parameter of 9 to 14, hydrophobic silica, and a photo reaction initiator.
In addition, the present invention relates to (2) the photo-curing sealing agent (1) wherein the (meth)acrylate ester having a solubility parameter of 9 to 14 is (a) an (meth)acrylate ester having a phenyl group, a hydroxyl group, or a phenyl group and a hydroxyl group.
Further, the present invention relates to (3) the photo-curing sealing agent (2) wherein the (meth)acrylate ester having a phenyl group and a hydroxyl group is 2-hydroxy-3-phenoxypropyl acrylate or 2-acryloyloxyethyl-2-hydroxyethyl phthalate.
Still further, the present invention relates to (4) any one of the photo-curing sealing agents (1) to (3) further comprising at least one (meth)acrylate ester containing at least one group selected from a phosphoric group, a sulfonic group, a carboxyl group and salts thereof.
The present invention relates to (5) any one of the photo-curing sealing agents (1) to (4), which comprises:
100 parts by weight of the (meth)acrylate ester having a solubility parameter of 9 to 14;
0 to 100 parts by weight of at least one (meth)acrylate ester containing at least one group selected from a phosphoric group, a sulfonic group, a carboxyl group and salts thereof;
2 to 60 parts by weight of the hydrophobic silica; and
0.01 to 20 parts by weight of the photo reaction initiator.
BEST MODE FOR CARRYING OUT THE INVENTION
With respect to the (meth)acrylate ester having a solubility parameter (SP value) of 9 to 14 (preferably 10 to 13, more preferably 11 to 13) in the present invention, there is no particular limitation, but the (meth)acrylate is preferably (a) an (meth)acrylate ester having a phenyl group, a hydroxyl group, or both a phenyl group and a hydroxyl group, and, for example, there can be mentioned 2-hydroxy-3-phenoxypropyl acrylate (SP value=11.9) and 2-acryloyloxyethyl-2-hydroxyethyl phthalate (SP value=12.4). In addition, a plurality of (meth)acrylates having a solubility parameter of 9 to 14 (preferably 10 to 13, more preferably 11 to 13) may be in combination. Such (meth)acrylates are commercially available, and, for example, 2-hydroxy-3-phenoxypropyl acrylate is available from Toagosei Co., Ltd. as a trade name of ARONIX M-5700, and 2-acryloyloxyethyl-2-hydroxyethyl phthalate is available from Kyoeisha Chemical Co., Ltd. as a trade name of LIGHT ACRYLATE HOA-MPE. It is noted that the SP value in the present specification means a value determined by calculation in accordance with Fedors's method.
With respect to the hydrophobic silica in the present invention, there is no particular limitation, but typically, it is a fine powder obtained by subjecting the surface of silica to hydrophobicity treatment with an alkyl group or the like, and it is preferred that it has an affinity to an oil, a high oil-absorption ability, and properties such that it increases the viscosity so as to be pasty and does not inhibit the transmission of a light. In addition, the carbon content is preferably 0.5 to 6% by weight, more preferably 1 to 4% by weight, and the average particle diameter of the primary particles is preferably 100 nm or less, more preferably 40 nm or less. As commercially available products, for example, there can be mentioned Aerosil R972, R974, RX200, RY200, R202, R805, R812S (Nippon Aerosil Corporated), and the like.
With respect to the photo reaction initiator in the present invention, there is no particular limitation, and there can be mentioned an organic peroxide, a benzoine compound, an acetophenone, a benzophenone, a thioxanthone, an &agr;-acyloximester, a phenylglyoxylate, a benzyl, an azo compound, a diphenyl disulfide compound, an acylphosphine oxide compound, an organic dye compound, an iron-phthalocyanine compound and the like, which are generally used, and especially preferred are a benzoine compound, an acetophenone and an acylphosphine oxide compound. In addition, these may be used in combination.
At least one (meth)acrylate ester containing at least one group selected from a phosphoric group, a sulfonic group, a carboxyl group and salts thereof in the present invention is an optional component for improving the adhesion property to a metal, and, as the (meth) acrylate ester containing a phosphoric group or a salt thereof, for example, there can be mentioned 2-(meth)acryloyloxyethyl acid phosphate, 2-(meth)acryloyloxypropyl acid phosphate and salts of these, and as the (meth)acrylate ester containing a carboxyl group or a salt thereof, for example, there can be mentioned 2-(meth)acryloyloxyethyl phthalate, 2-(meth)acryloyloxyethyl succinate, 2-(meth)acryloyloxyethyl hexahydrophthalate and salts of these. As the (meth)acrylate containing a sulfonic group or a salt thereof, for example, there can be mentioned 2-acrylamide-2-methylpropane sulfonic acid, 2-methacrylamide-2-methyl sulfonic acid, 2-(meth)acrylamideethane sulfonic acid, 2-(meth)acrylamidepropane sulfonic acid and salts of these. Such (meth)acrylate ester are commercially available and, for example, 2-acryloyloxyethyl acid phosphate is available from Kyoeisha Chemical Co., Ltd. as a trade name of LIGHT ACRYLATE PA, and 2-acryloyloxyethyl phthalate is available from Kyoeisha Chemical Co., Ltd. as a trade name of LIGHT ACRYLATE HOA-MPL.
Further, a monomer having an SP value of less than 9 can be added to the photo-curing sealing agent of the present invention as long as the oil-surface adhesion property is not inhibited, and the sealing agent may contain a crosslinking agent for imparting heat resistance, such as a multifunctional monomer, an oligomer or the like, a plasticizer for imparting low-temperature flexibility, such a phthalate ester or the like, and a surfactant, an oil-absorbing resin, an organic or inorganic pigment, a stabilizer and the like, and further, a heat reaction initiator, such as an organic peroxide or
Kishimoto Yoshio
Nishida Yuichi
Sugiki Takanori
Berman Susan W.
Corless Peter F.
Dike Bronstein Roberts & Cushman
IP Group Edwards & Angell, LLP
Nichiban Company Limited
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