Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Polymers from only ethylenic monomers or processes of...
Reexamination Certificate
1999-12-01
2002-01-08
Lipman, Bernard (Department: 1713)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Polymers from only ethylenic monomers or processes of...
C430S522000
Reexamination Certificate
active
06337380
ABSTRACT:
TECHNICAL FIELD
This invention relates to a novel polymer, usage of the polymer, and a silver halide photographic photosensitive material using the polymer.
RELATED ART
Various polymers having sulfate in molecule have been provided. For example, Japanese Unexamined Patent Publication (KOKAI) Heisei, No. 6-199,557, describes a sulfate as an additional compound of p-vinyl phenol polymer ethylene oxide is used for a builder for cements. Japanese Unexamined Patent Publication (KOAI) Showa, No. 53-39,119 describes a silver halide photographic photosensitive material containing polyvinylbenzene alkylsulfate. Also, Japanese Unexamined Patent Publication (KOKAI) Showa, No. 49-66,580 describes a sulfate of polyvinylphenol as a polymer conductivity controlling agent. Polystyrene sulfate, in addition to these materials, has been set forth in many patent specifications.
Where the above polymer is used as a dispersant, there raise problems that the particle size of a dispersed solid does not become so small, that the liquid dispersion cannot be handled easily due to the very high viscosity, and that precipitation and aggregation occur where the liquid dispersion has a bad stability. Where the polymer is mixed with hydrophilic colloids, there raise problems such that aggregation occurs or that the absorption spectrum of a coating film containing dyes is broadened.
It is an object of the invention to provide a novel polymer suppressing those problems. It is another object of the invention to develop usage of the polymer, more specifically to provide a dispersant not suffering from lowered surface tension when fine solid particles are dispersed, with improved dispersing property and improved dispersion stability. It is a further object of the invention to provide a silver halide photographic photosensitive material having good color reproductivity and improving storability before use and latent image storability at the same tome.
SUMMARY OF THE INVENTION
The foregoing objects are accomplished by the invention to provide a polymer comprising a repeating unit represented by formula (I):
wherein K represents an alkylene group; M represents a monovalent cation group. In formula (I), K is preferably an alkylene group having 1 to 50 carbon atoms, more preferably, an alkylene group having 1 to 50 carbon atoms, and further preferably, a propylene group or a butylene group. The weight-averaged molecular weight of the invented polymer is preferably of 10
3
to 10
6
, and the polymer consists solely of the repeating unit, or comprises 95 mol % or less of a repeating unit derived from ethylenic unsaturated monomers capable of copolymerizing other than the repeating unit represented by formula (I), in addition to repeating unit represented by formula (I). As an ethylenic unsaturated monomer capable of copolymerizing, exemplified are the group consisting of styrene, styrene derivatives, acrylic acid, acrylic acid derivatives, methacrylic acid, and methacrylic acid derivatives.
This invention further provides a silver halide photographic photosensitive material having at least one layer containing photosensitive silver halide, comprising the polymer comprising a repeating unit represented by formula (I). Particularly, this invention provides a silver halide photographic photosensitive material having, on a support, at least one layer containing photosensitive silver halide, and at least one layer including water-insoluble photographic solid grains formed on the support, wherein the water-insoluble photographic solid grains are dispersed as fine grains by the polymer comprising a repeating unit represented by formula (I) as a dispersant. As a water-insoluble photographic useful solid grains, exemplified is a dye compound represented by formula (II):
wherein A represents an acidic nucleus; L
1
, L
2
, L
3
each independently represents a methine group which can be substituted; R
1
, R
2
, and R
3
each independently represents a hydrogen atom or a substituent; n denotes 0 or 1; m denotes an integer from 0 to 4; a plurality of R
2
can be the same to or the different from one another when m denotes an integer of 2 to 4; X denotes an electron withdrawing group having a Hammett's sigma value &sgr;
m
of 0.3 to 1.5.
This invention also provides a method for dispersing water-insoluble solid grains, particularly, solid grains for silver halide photographic photosensitive material, as fine grains using the dispersant containing the polymer comprising a repeating unit represented by formula (I).
It is to be noted that in this specification, a range includes the upper limit and the lower limit as within the range.
DETAILED DESCRIPTION OF THE INVENTION
Hereinafter, this invention is described in detail.
The polymer of the invention includes a repeating unit represented by formula (I). In formula (I), K represents an alkylene group. More specifically, an alkylene group having 1 to 50 carbon atoms. Those alkylene group may be substituted.
The K, inter alia, preferably represents an alkylene group having 1 to 5 carbon atoms. More specifically, ethylene group, propylene group, butylenes group, and hexylene group can be exemplified. The K is more preferably a propylene group or butylene group.
In formula (I), M represents monovalent cation group. More specifically, cations such as hydrogen, sodium, potassium, lithium, ammonium, and the like can be exemplified. Sodium cation, inter alia, is most preferable.
The weight-averaged molecular weight of the polymer according to the invention is preferably of 10
3
to 10
6
, more preferably 10
3
to 10
5
, and further preferably 3×10
3
to 3×10
4
.
The polymer according to the invention can be a homopolymer or copolymer solely containing one type or two or more types of the repeating unit represented by formula (I), or can be a copolymer including the repeating unit represented by formula (I), and a 95 mol % or less of a repeating unit derived from ethylenic unsaturated monomers capable of copolymerizing other than the repeating unit represented by formula (I).
As an ethylenic unsaturated monomer capable of copolymerizing other than the repeating unit represented by formula (I), exemplified are one type or two or more types of monomers selected from the group consisting of styrene, styrene derivatives, acrylic acid, acrylic acid derivatives, methacrylic acid, and methacrylic acid derivatives.
As a styrene derivative, vinyl toluene, hydroxystyrene, acyloxystyrene, alkoxystryrene, halogenated styrene, vinylbenzene carboxylic acid and salts and acids thereof are preferable. As an acyloxystyrene, acetoxystyrene is preferable. As an alkoxystryrene, t-butoxystyrene is preferable. As a halogenated styrene, bromostyrene and chlorostyrene are preferable.
As an acrylic acid derivative or methacrylic acid derivative, alkyl acrylate, alkyl methacrylate, cycloalkyl acrylate, cycloalkyl methacrylate, acrylic salt, methacrylic salt, and acrylonitrile are preferable.
Among those, styrene, vinyl toluene, hydroxystyrene, vinylbenzene carboxylic acid and salts thereof, alkyl acrylate, alkyl methacrylate, cycloalkyl methacrylate, and acrylonitrile are preferable.
Where the polymer of the invention is a copolymer including a repeating unit derived from an ethylenic unsaturated monomer, which is capable of copolymerizing other than the repeating unit represented by formula (I). The repeating unit derived from an ethylenic unsaturated monomer, capable of copolymerizing other than the repeating unit represented by formula (I), is present in an amount, in all the polymer, of 95 mol % or less, more preferably 85 mol % or less, and further preferably, 80 mol % or less.
The polymer of the invention can be manufactured by, e.g., the following two methods. The first method is to synthesize monomers introduced with sulfonic acid group and then solely polymerizing the monomer or co-polymerizing the monomers; the second method is to introduce sulfonic acid group by polymer reactions after a homopolymer or copolymer is obtained by sole polymerization, or copolymerization of vinyl phenol or monome
Kawamoto Hiroshi
Nakanishi Masatoshi
Saito Yuko
Sasaki Hiroki
Burns Doane , Swecker, Mathis LLP
Fuji Photo Film Co. , Ltd.
Lipman Bernard
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