Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From silicon reactant having at least one...
Reexamination Certificate
2001-04-03
2003-04-15
Moore, Margaret G. (Department: 1712)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From silicon reactant having at least one...
C528S017000, C528S018000, C528S021000, C528S023000, C528S028000, C528S029000, C523S400000, C525S100000, C525S102000, C556S483000, C106S287100, C106S287160, C106S287280
Reexamination Certificate
active
06548614
ABSTRACT:
TECHNICAL FIELD
The present invention relates to a stain-proofing agent for preventing adherence of stains and a non-aqueous composition for paints containing the stain-proofing agent, and particularly relates to the non-aqueous composition suitable for paints for building materials, civil engineering, heavy duty coating, automobiles, etc.
BACKGROUND ART
In recent years, a solvent-soluble fluoroolefincopolymer containing hydroxyl group or carboxyl group has been used as an ultra-high weather resistive coating resin, and the use thereof has been increasing. It is known that copolymers of fluoroolefin with vinyl ether, vinyl ester or the like, which is proposed in, for example, JP-B-60-21686, JP-A-3-121107, JP-A-4-279612 and JP-A-4-28707, are soluble in usual solvent for paints, and in combination use with a curing agent such as isocyanate or melamine, can be baked or cured at normal temperature to form coating films excellent in weather resistance.
However, those coating films have a problem that, when the films are exposed outdoors, staining substances contained in air and in rain water are easily deposited on an adhere easily to a surface of the coating film (problem in stain-proofing property for preventing adherence of stains). In order to improve wipe-off property of carbon stains and marking ink (stain removal property), reaction products of fluoroolefin copolymer and silane compound were investigated in, for example, JP-A-4-173881. Also in U.S. Pat. No. 3,429,845 and JP-A-4-275379, there are proposed compositions of hydroxyl group-containing fluoroolefin copolymers and compounds (hydrolysis product) prepared by adding water and a catalyst (hydrochloric acid, etc.) to a silicate (monomer) or a silicate condensate (oligomer) and then hydrolyzing the mixture in alcohol. However, those compositions cannot offer the effect of improving the above-mentioned stain-proofing property.
Examples of employing a silane compound as a curing moiety as mentioned above are also proposed in JP-B-45-11309, JP-A-5-78612, JP-A-61-258852, JP-A-62-116673, JP-A-64-75575, JP-A-2-232221, JP-A-2-240153, JP-A-4-211482, JP-A-4-65476 and JP-A-4-292677. However, curing is insufficient due to large contents of alcohol and water. On the other hand, since a silicate originally has hydroxyl group or requires high temperature baking, migration of the silicate to the surface of coating film is inhibited. Also there is a problem that since the silane compound has a non-hydrolyzable group, hydrophilic property is insufficient. Due to the mentioned reasons, the stain-proofing property is not improved like the above-mentioned other proposals.
The situation is the same with respect to other paints of acryl, acrylic silicon, inorganic materials or the like, and a coating film having remarkably improved stain-proofing property is scarcely know.
Further, as disclosed in WO94/06870, WO95/02645, JP-A-7-109435, JP-A-7-82520, JP-A-7-136583 and JP-A-7-136584, very recently techniques for improving stain-proofing property by adding an alkyl silicate to paints have come to be known, but the resulting coating films have disadvantages that hydrophilization of the coating film surface (stain-proofing property) cannot be repeatedly obtained, and that appearance and alkali resistance of the coating film are poor.
The present situation is such that though silane compounds are used as a dehydrating agent at the time of polymerizing or dispersing pigments, almost the whole amount of the silane compound reacts with water during the production process and thus, the effect of improving the stain-proofing property of the resulting coating film is scarcely obtained.
An object of the present invention is to provide a non-aqueous composition for paints being capable of forming a coating film which is remarkably excellent in stain-proofing property whereby neither staining substances contained in air nor stains due to rain water adhere to or are deposited on the coating film surface, and to provide a stain-proofing agent for adding to the composition.
DISCLOSURE OF THE INVENTION
The present invention relates to a stain-proofing agent comprising a compound represented by the formula (1):
wherein n is an integer of 1 to 20, all of R
1
are different or at least two of R
1
are the same, each is a monovalent organic group having 1 to 1,000 carbon atoms and may contain oxygen atom, nitrogen atom and/or silicon atom, a part or the whole of hydrogen atoms of said organic group may be substituted by fluorine atom or fluorine atom and chlorine atom.
Further the present invention relates to a non-aqueous composition for paints comprising a stain-proofing agent comprising a compound represented by the formula (1):
wherein n is an integer of 1 to 20, all of R
1
are different or at least two of R
1
are the same, each is a monovalent organic group having 1 to 1,000 carbon atoms and may contain oxygen atom, nitrogen atom and/or silicon atom, a part or the whole of hydrogen atoms of said organic group may be substituted by fluorine atom or fluorine atom and chlorine atom; a resin; and a curing agent and/or a curing catalyst.
BEST MODE FOR CARRYING OUT THE INVENTION
The stain-proofing agent of the present invention is added to paints for preventing staining substances contained in air and stains due to rain water, so-called rain-marking stains, from adhering to a coating film exposed outdoors (for example, coating films on cars, buildings, etc.). In addition thereto, the stain-proofing agent can be used for a resin surface modifier, antistatic agent, water absorption preventing agent or the like.
Though it is not clear why the above mentioned effect can be obtained with the stain-proofing agent, it is presumed that, for example, the stain-proofing agent exists on the surface of a substrate or a product and is hydrolyzed by water in the air, thereby hydrophilizing the surface of the substrate of the substrate or the product. In that state, even if staining substances together with rain water approach the surface, the rain water is attached to the surface more easily than the staining substances and the staining substances are scattered with the rain water, thus causing neither adherence nor deposition of the staining substances on the surface. As the stain-proofing agent has surface-concentrating property, an efficient effect can be expected. It appears that such a function improves the mentioned effect, i.e., the stain-proofing effect, and even if contamination arises, stains are removed easily, i.e., the stain removal effect is improved.
The stain-proofing agent of the present invention may be a compound represented by the formula (1):
(hereinafter referred to as “compound I”).
The industrially available compound I is actually a mixture of compounds having a certain range of n, and thus n is represented as an average value.
Also the compound I contains a condensate (oligomer) having a branched structure or cyclic structure in addition to a linear chain structure.
In the formula (1), n is an integer of 1 to 20, preferably 2 to 15, more preferably 4 to 10. When n decreases, a boiling point of the compound is lowered. Therefore, there is a tendency that when the compound is used for preparing a paint and the paint is applied by spray-coating, the compound is easy to vaporize and difficult to remain in a coating film. On the other hand, if n exceeds 20, when the compound is used for paints, there are defects that compatibility with, for example, a resin and curing agent is poor to lower storage stability, that appearance of a coating film is apt to be poor, that viscosity of the paint becomes high, and further that such a compound is difficult to obtain industrially.
It is preferable that the above-mentioned organic group has hydrolyzability and that after the hydrolysis, the organic group preferably has removable properties such as volatility, water solubility and thermal decomposition property.
All of R
1
are different or at least two of R
1
are the same, each is a monovalent organic group having 1 to 1,000 carbon atoms and may contain oxygen atom
Chida Akira
Kunimasa Keiko
Mohri Haruhiko
Nagato Masaru
Shimizu Yoshiki
Armstrong Westerman & Hattori, LLP
Daikin Industries Ltd.
Robertson Jeffrey B.
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