Stock material or miscellaneous articles – Circular sheet or circular blank – Recording medium or carrier
Reexamination Certificate
2000-12-04
2002-11-05
McKane, Joseph K. (Department: 1626)
Stock material or miscellaneous articles
Circular sheet or circular blank
Recording medium or carrier
C558S418000, C558S419000
Reexamination Certificate
active
06475590
ABSTRACT:
TECHNICAL FIELD
The present invention relates to an aminium salt or diimonium salt compound being absorptive in the infrared region, and the shaped product containing the compound, especially the optical recording medium or the infrared ray screening filter.
BACKGROUND ART
An aminium salt or a diimonium salt, the infrared absorbent, has been widely used for a heat insulating film or sunglasses. However, the salt as a dyestuff has problems in heat fastness and light fastness because it is liable to deterioration by light or heat during a production process. An organic dyestuff such as the cyan dyestuff is proposed to use for optical recording media, especially only one time writable optical disks such as CD-R and DVD-R and optical cards. They have similarly the problem that regeneration property of record and shelf stability lower because the dyestuff is liable to change by heat and light. Any dyestuff for an infrared ray screening filter or a heat ray shielding film has not yet provided to show satisfactory heat fastness, light fastness, infrared absorption and visible light transmission.
For means to solve these problems, JP Patent publication No.26028/1994 B and JP Patent Laid-Open No.99885/1989 disclosed the technique to add an aminium salt or a diimonium salt, but the technique needs another improvement because satisfactory heat fastness and light fastness remain to be realized. Under this situation, an object of the present invention is to provide an aminium salt or diimonium salt compound being more excellent in heat fastness and light fastness, and the product containing said compound, especially the optical recording medium having good light fastness and durability as well as the infrared ray screening filter having excellent heat fastness and light fastness.
DISCLOSURE OF THE INVENTION
The present inventors made a diligent study to solve the above problems. As a result, it has been found to complete the invention that a certain aminium salt or diimonium salt compound that is substituted with an amino group having the cyano-substituted alkyl group is excellent in heat fastness and light fastness.
The present invention relates to the following:
(1) An aminium salt or diimonium salt compound comprising the aminium or diimmomium cation and an anion, said aminium cation having a skeletal structure represented by Formula (1) as described below:
(In the formula, m is an integer of 1 or 2), said diimonium cation having a skeletal structure represented by formula (2) as described below:
(In the formula, m is an integer of 1 or 2), where the two nitrogen atoms (quaternary nitrogen atoms in Formula (2)) bound to the ring A in Formula (1)or Formula (2) bind to the four B phenyl groups to whose 4-positions the optionally substituted four amino groups are substituted respectively; and at least one of said four amino groups has a cyanoalkyl group as the substituent.
(2) An aminium salt or diimonium salt compound according to the above (1), wherein said cyanoalkyl group is a cyano (C1-C5) alkyl group.
(3) An aminium salt or diimonium salt compound according to the above (1) or (2), wherein all of said four amino groups have their respective cyanoalkyl groups.
(4) An aminium salt or diimonium salt compound according to the above (3), wherein said amino groups having said cyanoalkyl groups are di(cyanoalkyl)amino groups.
(5) An aminium salt or diimonium salt compound according to the above (4), wherein said cyanoalkyl groups are cyanopropyl groups.
(6) A product, wherein said product contains an aminium salt or diimonium salt compound according to any of the above (1) to (5).
(7) A optical recording medium, wherein said medium contains an aminium salt or diimonium salt compound according to any of the above (1) to (5) as the recording layer.
(8) An infrared ray screening filter, wherein said infrared ray screening filter has a layer containing an aminium salt or diimonium salt compound according to any of the above (1) to (5).
(9) An infrared absorbent, wherein said infrared absorbent contains an aminium salt or diimonium salt compound according to any of the above (1) to (5) as the effective ingredient.
(10) A dyestuff stabilizer, wherein said dyestuff stabilizer contains an aminium salt or diimonium salt compound according to any of the above (1) to (5) as the effective ingredient.
(11) A cyanoalkyl substitution product of N, N, N′, N′-tetrakis(aminophenyl)-p-phenylenediamine represented by Formula (6) as described below:
(In the formula, the ring A and B are benzene rings which may have further one to four substituents; each R
1
to R
8
is hydrogen atom or a C1-C8 alkyl group, at least one of R
1
to R
8
being a cyano-substituted alkyl group; and m is an integer of 1 or 2)
BEST MODE FOR CARRYING OUT THE INVENTION
The present invention will be described below in detail.
The aminium salt of the present invention is a salt of the aminium cation and an anion as the counterion. The aminium cation has a skeletal structure represented by the above formula (1). The skeletal structure is characterized by the following: the two quaternary nitrogen atoms bind to the four phenyl groups which have the four optionally substituted amino groups at their respective 4-positions; and at least one of said four amino groups has a cyano-substituted alkyl group as the substituent. An example of the aminium salt is represented by Formula (3) as described below:
In Formula (3), m is an integer of 1 or 2, and the ring A and B are benzene rings which may have further one to four substituents, and each R
1
to R
8
is hydrogen atom or a C1-C8 alkyl group, at least one of which is a cyano-substituted alkyl group. X is an anion, and n is 1 or ½. All the other groups of R
1
to R
8
than cyano-substituted alkyl groups are preferably C1 to C8 alkyl groups.
The diimonium salt of the present invention is a salt of the diimonium cation and an anion as the counterion. The diimonium cation has a skeletal structure represented by the above formula (2). The skeletal structure is characterized by the following: the two quaternary nitrogen atoms bind to the four phenyl groups which have the four optionally substituted amino groups at their respective 4-positions; and at least one of said four amino groups has a cyano-substituted alkyl group as the substituent. An example of the diimonium salt is represented by Formula (4) as described below:
(In the formula, m is an integer of 1 or 2)
In Formula (4), m is an integer of 1 or 2, and the ring A and B are benzene rings which may have further one to four substituents, and each R
1
to R
8
is hydrogen atom or a C1-C8alkyl group, at least one of which is a cyano-substituted alkyl group. X is an anion, and n is 1 or 2. All the other groups of R
1
to R
8
than cyano-substituted alkyl groups are preferably C1 to C8 alkyl groups.
In Formula (3) and (4), the ring A has optionally 1 to 4 substituents. The substituents to bind include a halogen atom, hydroxyl group, an alkoxy group, cyano group, a lower alkyl group. The halogen atom includes fluorine atom, chlorine atom, bromine atom and iodine atom. The alkoxy group includes a C1-C5 alkoxy group such as methoxy group and ethoxy group. The lower alkyl group includes a C1-C5 alkyl group such as methyl group and ethyl group. The preferable ring A has no substituent or otherwise has a halogen atom (especially, chlorine atom or bromine atom), methyl group or cyano group. The ring A, if it has two substituents, has preferably them at the 2- and 5-positions where the nitrogen atom binds to the ring A at the 1-position in the compound of Formula (3).
The other substituents of the ring B than the above amino group include a halogen atom, hydroxyl group, an alkoxy group, cyano group, a lower alkyl group. The halogen atom includes fluorine atom, chlorine atom, bromine atom and iodine atom. The alkoxy group includes a C1-C5 alkoxy group such as methoxy group and ethoxy group. The lower alkyl group includes a C1-C5 alkyl group such as methyl group and ethyl group.
Among the alkyl groups of R
1
-R
8
, at least one is a c
Ikeda Masaaki
Kitayama Yasuyuki
Ohnishi Masao
McKane Joseph K.
Nields & Lemack
Nippon Kayaku Kabushiki Kaisha
Saeed Kamal
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