Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Compositions to be polymerized by wave energy wherein said...
Reexamination Certificate
2000-10-13
2002-06-11
Dawson, Robert (Department: 1712)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Compositions to be polymerized by wave energy wherein said...
C525S399000, C525S436000, C525S934000, C525S446000, C525S440030, C525S398000, C528S271000, C528S272000, C528S274000, C528S297000, C528S335000, C528S336000, C528S365000, C528S363000, C528S230000, C528S364000, C568S671000
Reexamination Certificate
active
06403670
ABSTRACT:
FIELD OF TECHNOLOGY
The present invention relates to a thermosetting composition comprising a polyhemiacetal ester resin. More particularly, it relates a thermosetting composition, which gives a cued product having excellent chemical properties, physical properties, adhesion, smoothness and weathering resistance and also is particularly excellent in storage stability, and is favorably utilized in, for example, coating compositions, ink, adhesives, formed articles, or insulating materials, sealing materials and resist materials applicable to color liquid crystal displays, formations of integrated circuit and packagings.
BACKGROUND TECHNOLOGY
It is generally known that thermosetting compositions have been prepared by the combination of compounds having carboxyl groups and compounds having reactive functional groups which can form chemical bonds with the carboxyl groups, such as epoxy group, oxazoline group, silanol group, alkoxysilane group, hydroxyl group, amino group, imino group, isocyanate group, blocked isocyanate group, cyclocarbonate group, vinyl ether group, vinyl thioether group, aminomethylol group, alkylated aminomethylol group, acetal group and ketal group.
Since cured products obtained by having the thermosetting compositions are excellent in chemical properties, physical properties and weathering resistance and the thermosetting compositions are widely utilized in various fields such as coatings, ink, adhesives and formed articles or insulating materials, sealing materials and resist materials applicable to color liquid crystal displays, formations of integrated circuit and packagings.
However, the reactivity between the carboxyl group and the reactive functional groups is high so that compositions which comprise compounds having carboxyl groups together with compounds having the reactive functional groups, had problems that the compositions were gelled during storage and the period suitable for pot life was short.
The inventors have already suggested a latent carboxyl compound in which carboxyl groups in the polycarboxyl compound are blocked with monofunctional vinyl ethers, and thermosetting composition comprising the latent carboxyl compound (Laid Open European Patent Application 643112).
The latent carboxyl compound regenerates free carboxyl groups at relatively low temperature and can give cured products having excellent chemical properties and physical properties. But, a part of the monofunctional vinyl ethers as the blocking agent is not trapped by the reactive functional groups in the cured product system and is volatilized out of the system. The volatilization of the blocking agent into the outside of the cured product system is safe because the monofunctional vinyl ethers itself have low toxicity, but is not preferable in the view of resource saving and decrease of effective components in the thermosetting composition.
The present invention accordingly has an object to provide thermosetting compositions which give cured products having excellent chemical properties, physical properties, adhesion, smoothness and weathering resistance at relatively lower temperatures and have excellent storage stability, and can be utilized as solvent cutback type, solventless liquid type of 100% effective component or powder thermosetting compositions.
Extensive investigations undertaken by the present inventors with the objects described above lead to a discovery that the objects can be achieved by using the polyhemiacetal ester resin in which carboxyl groups in a dicarboxyl compound are blocked by reacting the dicarboxyl compound with a two functional vinyl ether compound, i.e., divinyl ether, so that the present invention was completed based on the knowledge.
DISCLOSURE OF THE INVENTION
The present invention provides a thermosetting composition, which comprises:
(A) a polyhemiacetal ester resin having a repeat unit represented by formula (1):
wherein R
1
and R
2
are a bivalent organic group, and Y is an oxygen atom or a sulfur atom, and
(B) a compound having in the molecule two or more reactive functional groups which can form a chemical bond with the carboxyl group, and optionally,
an acid catalyst.
The present invention provides the thermosetting composition as described above, wherein the reactive functional group of ingredient (B) is at least one member selected from the groups consisting of epoxy group, oxazoline group, silanol group, alkoxysilane group, hydroxyl group, amino group, imino group, isocyanate group, blocked isocyanate group cyclocarbonate group, vinyl ether group, vinyl thioether group, aminomethylol group, alkylated aminomethylol group, acetal group and ketal group.
Also, the present invention provides the thermosetting composition as described above, wherein the acid catalyst of ingredient (C) is a thermal latent acid catalyst which is activated during curing of the composition by heating.
Further, present invention provides the thermosetting composition as described above, wherein the acid catalyst of ingredient (C) contains a compound which generates an acid by irradiating with light.
Furthermore, the present invention provides a powder thermosetting composition of the thermosetting composition as described above.
Other and further objects, features and advantages of the invention will appear more fully from the following description.
PREFERABLE EMBODIMENT FOR PRACTICING THE INVENTION
The polyhemiacetal ester resin as the indispensable ingredient of the present invention is composed of the repeat unit represented by formula (1) as described above. In the formula, R
1
and R
2
are a bivalent organic group and same or different.
The organic groups include, for example, alkylene groups such as trimethylene, cycloalkylene groups such as cyclohexane remained groups in which two hydrogen atoms are removed from cyclohexane, alkenylene groups such as vinylene, polyoxyalkylene groups such as polyoxyethylene and polyoxypropylene, cycloalkenylene groups such as cyclohexene remained group in which two hydrogen atoms are removed from cyclohexene, bivalent aromatic remained groups such as phenylene, biphenylene, naphthylene and organic groups represented by the following formula (2).
Wherein R
3
and R
4
are a bivalent organic group that the number of the total carbon atoms in the formula (2) is 1 to 25. Both terminated R
3
are same or different.
The organic groups can be substituted by one or more of halogen atoms such as chlorine atom, bromine atom and iodine atom, and other substituents.
The preferable organic groups are alkylene groups, cycloalkylene groups such as cyclohexane remained group, bivalent aromatic remained groups and organic groups represented by formula (2).
The alkylene group is a straight chain or branched chain bivalent hydrocarbon group and preferably an alkylene group having 1 to 10 carbon atoms. Examples of the alkylene groups include methylene, ethylene, trimethylene, methyl methylene, ethyl methylene, methyl ethylene, ethyl ethylene, 2-methyl trimethylene, tetramethylene, 1-methyl trimethylene, pentamethylene, 2,2-dimthyl trimethylene, 1-methyl pentamethylene, 2-methyl pentamethylene 3-methyl pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene and decamethylene.
The cycloalkylene groups include, for example, cyclopentane remained groups, cyclohexane remained groups, cycloheptane remained groups, groups in which one or two bond hands thereof is bonded with the above-mentioned alkylene group such as methylene and ethylene, and an alkyl substitution products thereof.
The alkenylene group is a straight chain or a branched chain bivalent hydrocarbon group and preferably includes alkenylene groups having 1 to 10 carbon atoms. Examples of the alkenylene groups include cis-vinylene, trans-vinylene, propenylene, 2-butenylene, 1-methyl propenylene, 3-methyl-2-butenylene, 3,3-dimethyl propenylene, 2-pentenylene, 3-methyl-2-butenylene, 3-methyl-3-butenylene, 2-hexenylene, 3-heptenylene, 4-octenylene, 3-nonenylene and 3-decenylene.
The polyoxyalkylene group include for example polyoxyethylene, polyoxypropylene and po
Ishidoya Masahiro
Saito Shun
Sato Atsushi
Sato Koji
Takemoto Masayuki
Dawson Robert
Levy & Grandinetti
NOF Corporation
Peng Kuo-Liang
LandOfFree
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