Catalyst – solid sorbent – or support therefor: product or process – Solid sorbent – Organic
Reexamination Certificate
2001-06-15
2004-04-06
Sellers, Robert E. L. (Department: 1712)
Catalyst, solid sorbent, or support therefor: product or process
Solid sorbent
Organic
C525S327300
Reexamination Certificate
active
06716792
ABSTRACT:
BACKGROUND OF THE INVENTION
The present invention relates to a metal oxide and Lewis acid, for instance, carried on a polymer compound, which shows excellent solvent resistance, heat resistance, etc. and is not degraded in its activity even after repeating use.
It has heretofore been tried that metal oxides such as an osmium oxide which has high toxicity and is not easy to handle and a compound such as a Lewis acid having catalytic activity are made into micro-capsulated preparation with the use of an olefin type polymer such as polystyrene, whereby its handling becomes easy and its solvent resistance is increased (JACS 1998, 120, 2985; JOC 1998, 63, 6094; JACS 1999, 121, 11229). In those micro-capsulated metal oxides, repeating use becomes possible to some extent because of improvement of solvent resistance. However, the solvent resistance is not yet enough, and usable solvents and substrates have been restricted. Therefore, it has long been desired to provide catalytic active compositions such as metal oxides and Lewis acids whose solvent resistances are further increased.
SUMMARY OF THE INVENTION
The present invention has been accomplished under the situation as mentioned above and the object is to provide a catalytic active substance such as a metal oxide and a Lewis acid which shows excellent solvent resistance and heat resistance, and is not degraded in its activity even after repeating use and also handled easily.
The present invention relates to {circle around (1)} a metal oxide or metallic Lewis acid composition comprising the metal oxide or the metallic Lewis acid carried on a cross-linked polymer compound, {circle around (2)} a metal compound composition comprising the metal compound carried on a cross-linked product of a polymer compound containing a cross-linkable condensing functional group and/or a polymer containing a polymerizable double bond formed by a condensation reaction, {circle around (3)} a method for producing a metal compound composition comprising the metal compound carried on a cross-linked polymer compound, which comprises mixing a non-cross-linked polymer compound containing a cross-linkable condensing functional group and/or a polymer compound containing a polymerizable double bond formed by a condensation reaction with a metal compound, and then cross-linking the polymer compound, {circle around (4)} a carrier for carrying a metal compound comprising a 1st polymer compound containing a cross-linkable condensing functional group and/or a 2nd polymer compound containing a polymerizable double bond formed by a condensation reaction as a non-cross-linked polymer compound and {circle around (5)} a method for improving solvent resistance, heat resistance and durability of a metal compound comprising mixing a non-cross-linked polymer compound containing a cross-linkable condensing functional group and/or a polymer compound containing a polymerizable double bond formed by a condensation reaction with a metal compound, and then cross-linking said polymer compounds.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
The non-cross-linked polymer compound used in the present invention includes a 1st polymer compound containing a cross-linkable condensing functional group which has an ability of cross-linking, a 2nd polymer compound containing a polymerizable double bond, and a polymer compound comprising the 1st polymer compound and the 2nd polymer compound.
The cross-linkable condensing functional group which has an ability of cross-linking in the above 1st polymer compound means not one participated in a cross-linking reaction by splitting a double bond, such as a polymerizable double bond, but one which can cross-linking by forming a new chemical bond by a condensation reaction with other functional group, and includes an epoxy group, a carboxyl group, a hydroxyl group, an isocyanate group, an isothiocyanate group, an amino group, etc.
The 1st polymer compound includes the following.
[I] Those obtained by polymerizing or copolymerizing one or two or more kinds of a monomer containing a cross-linkable condensing functional group and a polymerizable double bond, if necessary, together with a monomer containing a polymerizable double bond.
The monomer containing the cross-linkable condensing functional group and the polymerizable double bond include the followings.
(1) Glycidyl compound containing an epoxy group as a cross-linkable condensing functional group selected from glycidyl ethers or glycidyl esters shown by the general formula [1] or [2]
wherein R
2
, R
3
, R
5
and R
6
are each independently a hydrogen atom or a straight chained, branched or cyclic lower alkyl group having 1 to 6 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a neopentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, a cyclopropyl group, a cyclopentyl group and a cyclohexyl group, X and Y are each independently a straight chained, branched or cyclic lower alkylene group having 1 to 6 carbon atoms, such as a methylene group, an ethylene group, a trimethylene group, a propylene group, a methylmethylene group, a methylethylene group, an ethylmethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, a cyclopropylene group, a cyclopentylene group and a cyclohexylene group, R
1
and R
4
are each independently a group shown by the following general formula [3]
wherein R
7
is a hydrogen atom or a straight chained, branched or cyclic lower alkyl group having 1 to 6 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a neopentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, a cyclopropyl group, a cyclopentyl group and a cyclohexyl group, R
8
is a hydrogen atom, a cyano group or a straight chained, branched or cyclic lower alkyl group having 1 to 6 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a neopentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, a cyclopropyl group, a cyclopentyl group and a cyclohexyl group, and R
9
is a direct link, a straight chained, branched or cyclic lower alkylene group having 1 to 6 carbon atoms, such as a methylene group, an ethylene group, a trimethylene group, a propylene group, a methylmethylene group, a methylethylene group, an ethylmethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, a cyclopropylene group, a cyclopentylene group and a cyclohexylene group, an arylene group having 6 to 9 carbon atoms, such as a phenylene group or an aryl lower alkylene group having 7 to 12 carbon atoms, such as a phenylmethylene group and a phenylethylene group, and R
2
may form a 3- to 6-membered ring together with R
3
or with a carbon atom in X, and R
5
may form a 3- to 6-membered ring together with R
6
or with a carbon atom in Y.
The typical examples shown by the above general formnula [1] or [2] are glycidyl acrylate, glycidyl methacrylate, glycidyl cyanoacrylate, glycidyl &agr;-ethylacrylate, glycidyl &agr;-n-propylacrylate, glycidyl &agr;-n-butylacrylate, 3,4-epoxybutyl acrylate, 3,4-epoxybutyl methacrylate, 6,7-epoxyheptyl acrvlate, 6,7-epoxyheptyl methacrylate, 6,7-epoxyheptyl &agr;-ethylacrylate, 3,4-epoxycyclobexyl acrylate, 3,4-epoxycyclohexylmethyl methylmethacrylate, 2,3-epoxycyclohexyl acrylate, 2,3-epoxycyclohexyl methacrylate, glycidyl p-vinylbenzoate, glycidyl o-vinylbenzoate, glycidyl m-vinylbenzoate, glycidyl p-vinylphenylac
Okamoto Kuniaki
Sano Atsunori
Sato Mutsumi
Armstrong Kratz Quintos Hanson & Brooks, LLP
Sellers Robert E. L.
Wako Pure Chemical Industries Ltd.
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