JPH04149277A - Stabilized colored composite pigment - Google Patents
Stabilized colored composite pigmentInfo
- Publication number
- JPH04149277A JPH04149277A JP27485390A JP27485390A JPH04149277A JP H04149277 A JPH04149277 A JP H04149277A JP 27485390 A JP27485390 A JP 27485390A JP 27485390 A JP27485390 A JP 27485390A JP H04149277 A JPH04149277 A JP H04149277A
- Authority
- JP
- Japan
- Prior art keywords
- red
- pigment
- colored composite
- composite pigment
- cationic polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000049 pigment Substances 0.000 title claims abstract description 43
- 239000002131 composite material Substances 0.000 title claims description 23
- 229920006317 cationic polymer Polymers 0.000 claims abstract description 11
- 229920000768 polyamine Polymers 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 12
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract description 5
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 abstract description 5
- 239000000980 acid dye Substances 0.000 abstract description 4
- 239000002537 cosmetic Substances 0.000 abstract description 4
- 239000003973 paint Substances 0.000 abstract description 4
- 239000002904 solvent Substances 0.000 abstract description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 16
- 239000000975 dye Substances 0.000 description 16
- 239000010445 mica Substances 0.000 description 12
- 229910052618 mica group Inorganic materials 0.000 description 12
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 11
- 239000010936 titanium Substances 0.000 description 11
- 229910052719 titanium Inorganic materials 0.000 description 11
- 238000010828 elution Methods 0.000 description 6
- -1 aluminum ions Chemical class 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 4
- 235000019646 color tone Nutrition 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000001747 exhibiting effect Effects 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 239000001023 inorganic pigment Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000012732 erythrosine Nutrition 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- HMLSBRLVTDLLOI-UHFFFAOYSA-N 1-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)C(C)OC(=O)C(C)=C HMLSBRLVTDLLOI-UHFFFAOYSA-N 0.000 description 1
- UBVSIAHUTXHQTD-UHFFFAOYSA-N 2-n-(4-bromophenyl)-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(NC=2C=CC(Br)=CC=2)=N1 UBVSIAHUTXHQTD-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- WLDHEUZGFKACJH-ZRUFZDNISA-K Amaranth Chemical compound [Na+].[Na+].[Na+].C12=CC=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(O)=C1\N=N\C1=CC=C(S([O-])(=O)=O)C2=CC=CC=C12 WLDHEUZGFKACJH-ZRUFZDNISA-K 0.000 description 1
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 108010039918 Polylysine Proteins 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- DGOBMKYRQHEFGQ-UHFFFAOYSA-L acid green 5 Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 DGOBMKYRQHEFGQ-UHFFFAOYSA-L 0.000 description 1
- CQPFMGBJSMSXLP-UHFFFAOYSA-M acid orange 7 Chemical compound [Na+].OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 CQPFMGBJSMSXLP-UHFFFAOYSA-M 0.000 description 1
- YJVBLROMQZEFPA-UHFFFAOYSA-L acid red 26 Chemical compound [Na+].[Na+].CC1=CC(C)=CC=C1N=NC1=C(O)C(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=CC=C12 YJVBLROMQZEFPA-UHFFFAOYSA-L 0.000 description 1
- JBTHDAVBDKKSRW-UHFFFAOYSA-N chembl1552233 Chemical compound CC1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 JBTHDAVBDKKSRW-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- MQWPIYMKAKYEEQ-UHFFFAOYSA-L dipotassium 2,3,4,5-tetrachloro-6-(2,4,5,7-tetrabromo-3-oxido-6-oxoxanthen-9-yl)benzoate Chemical compound [K+].[K+].[O-]C(=O)c1c(Cl)c(Cl)c(Cl)c(Cl)c1-c1c2cc(Br)c([O-])c(Br)c2oc2c(Br)c(=O)c(Br)cc12 MQWPIYMKAKYEEQ-UHFFFAOYSA-L 0.000 description 1
- VQHHOXOLUXRQFQ-UHFFFAOYSA-L dipotassium;4,5,6,7-tetrachloro-2',4',5',7'-tetraiodo-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-diolate Chemical compound [K+].[K+].O1C(=O)C(C(=C(Cl)C(Cl)=C2Cl)Cl)=C2C21C1=CC(I)=C([O-])C(I)=C1OC1=C(I)C([O-])=C(I)C=C21 VQHHOXOLUXRQFQ-UHFFFAOYSA-L 0.000 description 1
- LQJVOKWHGUAUHK-UHFFFAOYSA-L disodium 5-amino-4-hydroxy-3-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(N)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 LQJVOKWHGUAUHK-UHFFFAOYSA-L 0.000 description 1
- OOYIOIOOWUGAHD-UHFFFAOYSA-L disodium;2',4',5',7'-tetrabromo-4,5,6,7-tetrachloro-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-diolate Chemical compound [Na+].[Na+].O1C(=O)C(C(=C(Cl)C(Cl)=C2Cl)Cl)=C2C21C1=CC(Br)=C([O-])C(Br)=C1OC1=C(Br)C([O-])=C(Br)C=C21 OOYIOIOOWUGAHD-UHFFFAOYSA-L 0.000 description 1
- FPAYXBWMYIMERV-UHFFFAOYSA-L disodium;5-methyl-2-[[4-(4-methyl-2-sulfonatoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1S([O-])(=O)=O FPAYXBWMYIMERV-UHFFFAOYSA-L 0.000 description 1
- SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical compound [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- CTIQLGJVGNGFEW-UHFFFAOYSA-L naphthol yellow S Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C([O-])=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 CTIQLGJVGNGFEW-UHFFFAOYSA-L 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229920000656 polylysine Polymers 0.000 description 1
- 229920002717 polyvinylpyridine Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- KXXXUIKPSVVSAW-UHFFFAOYSA-K pyranine Chemical compound [Na+].[Na+].[Na+].C1=C2C(O)=CC(S([O-])(=O)=O)=C(C=C3)C2=C2C3=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C2=C1 KXXXUIKPSVVSAW-UHFFFAOYSA-K 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- AZJPTIGZZTZIDR-UHFFFAOYSA-L rose bengal Chemical compound [K+].[K+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 AZJPTIGZZTZIDR-UHFFFAOYSA-L 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、染料の溶出が防止され、塗料、化粧品等の分
野で顔料として有用な安定化着色複合顔料に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a stabilized colored composite pigment that prevents dye elution and is useful as a pigment in the fields of paints, cosmetics, and the like.
〔従来の技術及び発明が解決しようとする課題〕塗料や
化粧品等に用いられる着色顔料には、有機顔料と無機顔
料がある。一般に有機顔料は鮮明な色調を得やすいが安
定性に難があり、一方無機顔料は安定性の点で優れてい
るものの、鮮明な色を得にくいという欠点を有する。そ
こで無機顔料と有機の染料とを複合化したり、有機の染
料をアルミニウム等の多価金属イオンによって不溶化す
ることにより、安定で色調豊富な顔料を得ることが試み
られてきている。しかしながら、これらの着色複合顔料
は水や油溶剤によって染料が溶出し易いという問題があ
った。[Prior art and problems to be solved by the invention] Coloring pigments used in paints, cosmetics, etc. include organic pigments and inorganic pigments. In general, organic pigments are easy to obtain a clear color tone, but have difficulty in stability.On the other hand, inorganic pigments are excellent in stability, but have the disadvantage that it is difficult to obtain a clear color. Therefore, attempts have been made to obtain stable pigments with rich color tones by combining inorganic pigments and organic dyes, or by insolubilizing organic dyes with polyvalent metal ions such as aluminum. However, these colored composite pigments have a problem in that the dyes are easily eluted by water or oil solvents.
従って、染料の溶出が防止された、安定で鮮明な色調を
有する着色複合顔料の開発が望まれていた。Therefore, it has been desired to develop a colored composite pigment that is prevented from dye elution and has a stable and clear color tone.
かかる現状において本発明者は鋭意検討を行なった結果
、着色複合顔料の表面を特定のカチオンポリマーで処理
すれば、当該着色複合顔料からの染料の溶出が防止され
、安定な着色複合顔料が得られることを見出し、本発明
を完成した。Under such circumstances, the present inventor has conducted intensive studies and found that if the surface of the colored composite pigment is treated with a specific cationic polymer, the elution of the dye from the colored composite pigment can be prevented and a stable colored composite pigment can be obtained. They discovered this and completed the present invention.
すなわち、本発明は着色複合顔料の表面がポリアミン系
カチオンポリマーで処理されていることを特徴とする安
定化着色複合顔料を提供するものである。That is, the present invention provides a stabilized colored composite pigment characterized in that the surface of the colored composite pigment is treated with a polyamine-based cationic polymer.
本発明の安定化着色複合顔料（以下、単に「本発明顔料
」という）は、着色複合顔料をポリアミン系カチオンポ
リマーで表面処理することにより製造され、用いられる
着色複合顔料としては、（１〕無機顔料と有機の染料と
を複合化したもの、及び（２）有機の染料をアルミニウ
ム等の多価金属イオンによって不溶化したもの等が挙げ
られる。前者（１）の例としては酸性染料を用い、直接
又は他のイオン等を介在させて無機顔料を被覆した顔料
が、後者（２）の例としては酸性染料をアルミニウムイ
オンで不溶化した、いわゆるアルミニウムレーキが挙げ
られる。ここで酸性染料のうち、化粧品用として特に好
ましいものとして赤色２号、赤色３号、赤色１０２号、
赤色１０４号、赤色１０５号、赤色１０６号、黄色４号
、黄色５号、緑色３号、青色１号、青色２号、赤色２０
１号、赤色２０３号、赤色２２７号、赤色２３０号、赤
色２３１号、赤色２３２号、橙色２０５号、橙色２０７
号、黄色２０２号、黄色２０３号、緑色２０１号、緑色
２０４号、緑色２０５号、青色２０５号、赤色４０１号
、赤色５０２号、赤色５０３号、赤色５０４号、赤色５
０６号、橙色４０２号、黄色４０２号、黄色４０３号、
黄色４０６号、黄色４０７号、緑色４０２号、紫色４０
１号などが挙げられる。The stabilized colored composite pigment of the present invention (hereinafter simply referred to as "the pigment of the present invention") is produced by surface-treating the colored composite pigment with a polyamine-based cationic polymer, and the colored composite pigment used includes (1) inorganic (2) organic dyes made insolubilized by polyvalent metal ions such as aluminum, etc. As an example of the former (1), acidic dyes are used and directly dyed. An example of the latter (2) is so-called aluminum lake, in which acidic dyes are insolubilized with aluminum ions. Especially preferred are Red No. 2, Red No. 3, Red No. 102,
Red No. 104, Red No. 105, Red No. 106, Yellow No. 4, Yellow No. 5, Green No. 3, Blue No. 1, Blue No. 2, Red No. 20
No. 1, Red No. 203, Red No. 227, Red No. 230, Red No. 231, Red No. 232, Orange No. 205, Orange No. 207
No., Yellow No. 202, Yellow No. 203, Green No. 201, Green No. 204, Green No. 205, Blue No. 205, Red No. 401, Red No. 502, Red No. 503, Red No. 504, Red No. 5
No. 06, Orange No. 402, Yellow No. 402, Yellow No. 403,
Yellow No. 406, Yellow No. 407, Green No. 402, Purple No. 40
Examples include No. 1.
特に好ましい着色複合顔料としては、バール顔料を酸性
染料と塩基性アルミニウム塩との不溶性塩で被覆したも
のが挙げられる。かかる着色複合顔料の製造法は例えば
特開平２−３４６６９号公報に記載されており、その大
略は次のとおりである。すなわち、雲母チタン等のバー
ル顔料を１０〜３０重量倍程度の水等に懸濁させ、次い
で、
ｉ ｎ（叶）ｍＸ７
〔式中、ＸはＣｊ！、 Ｂｒ、 Ｉ又はＣ１１３ＣＯ
Ｏを示し、ｎ。Particularly preferred colored composite pigments include those obtained by coating a bar pigment with an insoluble salt of an acid dye and a basic aluminum salt. A method for producing such a colored composite pigment is described in, for example, Japanese Patent Laid-Open No. 2-34669, and the outline thereof is as follows. That is, a bar pigment such as titanium mica is suspended in water or the like at a weight of about 10 to 30 times, and then in (Ko) mX7 [wherein, X is Cj! , Br, I or C113CO
O and n.
ｍ及びｌは３ｎ＝ｍ＋１を満たず数を示す〕で表わされ
る塩基性アルミニウム塩の水溶液を添加し、ｐＨを４〜
５に調整した後、塩基性アルミニウム塩１重量部に対し
０．５〜２，３重量部、バール顔料に対して０．５〜２
０重量％の酸性染料を含む水溶液を添加して酸性染料を
不溶化する。さらに得られた不溶性塩を濾別、洗浄、乾
燥し、目的とする着色複合顔料を得る。m and 1 are numbers less than 3n=m+1], and the pH was adjusted to 4 to 4.
After adjusting to 5, 0.5 to 2.3 parts by weight per 1 part by weight of basic aluminum salt, and 0.5 to 2 parts by weight per var pigment.
An aqueous solution containing 0% by weight of acid dye is added to insolubilize the acid dye. Furthermore, the obtained insoluble salt is filtered off, washed, and dried to obtain the desired colored composite pigment.
本発明においてポリアミン系カチオンポリマーとは、２
級又は３級アミンを有するカチオンポリマーであって分
子量５００〜５００万程度のものをいい、水溶性である
ことが好ましい。このようなポリマーとしては、ポリエ
チレンイミン、ポリリジン、ポリビニルピリジン、ポリ
Ｎ、 Ｎ−ジメチルアミノエチルメタクリレート等が挙
げられる。特に好適なものとして、次の式（Ｉ）で表わ
されるジシアンジアミド、ジエチレントリアミン重縮合
物が挙げられる。In the present invention, the polyamine-based cationic polymer refers to 2
It refers to a cationic polymer having a primary or tertiary amine and having a molecular weight of about 5 million to 5 million, and is preferably water-soluble. Examples of such polymers include polyethyleneimine, polylysine, polyvinylpyridine, polyN, N-dimethylaminoethyl methacrylate, and the like. Particularly preferred are dicyandiamide and diethylenetriamine polycondensates represented by the following formula (I).
（式中ｍ、ｎは分子量５００〜５００万を与える正の整
数を示す）
かかるポリマーは例えば、特公昭３６−１７３６号公報
に記載された方法で製造でき、又市販品として入手する
こともできる。(In the formula, m and n represent positive integers giving a molecular weight of 5,000,000 to 5,000,000.) Such a polymer can be produced, for example, by the method described in Japanese Patent Publication No. 36-1736, and can also be obtained as a commercially available product. .
着色複合顔料とポリアミン系カチオンポリマーで表面処
理するには、例えば水等の媒体にポリアミン系カチオン
ポリマーを０．１〜５重量％（以下車に％で示す）程度
溶解させ、これに０．５〜２０％程度となるよう着色複
合顔料を加える。５〜６０分程度処理（撹拌）を行った
後濾過、必要により溶媒を留去する。これらの処理は室
温で行ってもよいが４０〜８０℃程度に昇温すると、反
応時間を短縮でき好ましい。To perform surface treatment with a colored composite pigment and a polyamine-based cationic polymer, for example, dissolve the polyamine-based cationic polymer in a medium such as water in an amount of about 0.1 to 5% by weight (hereinafter expressed in %), and add 0.5% by weight to this. Add colored composite pigment to about 20%. After treatment (stirring) for about 5 to 60 minutes, filtration is performed, and if necessary, the solvent is distilled off. Although these treatments may be carried out at room temperature, it is preferable to raise the temperature to about 40 to 80°C, as this can shorten the reaction time.
本発明によれば、酸性染料などによる鮮明な色調を有し
、かつ当該染料が水、油、溶剤等により溶出しない、安
定な着色複合顔料が提供できた。According to the present invention, it was possible to provide a stable colored composite pigment that has a clear color tone due to acidic dyes and the like, and in which the dyes are not eluted by water, oil, solvents, etc.
本発明顔料は、極めて安定であるため特に塗料、化粧品
用の顔料として有用である。The pigment of the present invention is extremely stable and is therefore particularly useful as a pigment for paints and cosmetics.
次に実施例を挙げて詳細に説明するが、本発明はこれら
に限定されるものではない。Next, the present invention will be described in detail with reference to Examples, but the present invention is not limited thereto.
実施例１
（１）赤い干渉色を持つ雲母チタン（ＭＥＲＣＫ社製Ｔ
ｉｍ１ｒｏｎ ５ｕｐｅｒ Ｒｅｄ ） １０．０ｇを
１０倍量の精製水に懸濁したものに塩基性塩化アルミニ
ウム（Ｈｏｅｃｈｓｔ社製 商品名ロクロンーＰ、組成
式％式％
したものを撹拌しながら添加した。さらに１Ｎの塩酸で
ＰＨを４．０に調整した後、懸濁液を６０℃に加熱し、
撹拌しながらフロキシンＢ（赤色１０４号の（１）；突
巳化成製）０．７ｇを精製水８０ｍｆ！に溶解したもの
を徐々に加えて雲母チタンの表面に染料の不溶化物をつ
くった。静置して上澄みを除去した後、沈殿を濾過、水
洗、エタノール洗浄し、８０℃で真空乾燥すると、粉体
色、塗布色共に鮮明な赤色を示す着色複合顔料が得られ
た。Example 1 (1) Mica titanium with red interference color (T made by MERCK)
To a suspension of 10.0 g of im1ron 5uper Red) in 10 times the volume of purified water, basic aluminum chloride (manufactured by Hoechst, trade name ROKURON-P, composition formula %) was added with stirring. After adjusting the pH to 4.0 with hydrochloric acid, the suspension was heated to 60°C,
While stirring, add 0.7 g of Phloxin B (Red No. 104 (1); manufactured by Tsumi Kasei) to 80 mf of purified water! By gradually adding the dissolved dye to the mica titanium, an insolubilized dye was created on the surface of the titanium mica. After allowing the mixture to stand and removing the supernatant, the precipitate was filtered, washed with water, washed with ethanol, and dried under vacuum at 80°C to obtain a colored composite pigment exhibiting a clear red color in both the powder color and the coating color.
（２）水４０献にジシアンジアミド・ジエチレントリア
ミン重縮合物（サンフィックス５５５、三洋化成製）
０．０８９ｇを溶解した。これに上記（１）で得られた
着色複合顔料０．５ ｇを懸濁し、６０℃に昇温し、同
温度で２０分間攪拌した。濾過し、十分に水洗し、６０
℃で３時間減圧乾燥して、粉体色、塗布色共に鮮明な赤
色を示す本発明顔料を得た。(2) Dicyandiamide/diethylenetriamine polycondensate (Sanfix 555, manufactured by Sanyo Chemical) in 40 parts of water
0.089g was dissolved. 0.5 g of the colored composite pigment obtained in (1) above was suspended in this, heated to 60°C, and stirred at the same temperature for 20 minutes. Filter, wash thoroughly with water,
The pigment was dried under reduced pressure at ℃ for 3 hours to obtain a pigment of the present invention exhibiting a clear red color in both the powder color and the coating color.
実施例２
実施例１（２）において、ジシアンジアミド・ジエチレ
ントリアミン重縮合物をサンフィックス５５５に代えて
、サンフィックス５５５ＵＳ （三洋化成製）を用いる
以外は、同様に操作して粉体色、塗布色共に鮮明な赤色
を示す本発明顔料を得た。Example 2 The same procedure as in Example 1 (2) was repeated except that Sanfix 555 was used instead of Sanfix 555 for the dicyandiamide/diethylenetriamine polycondensate, and Sanfix 555US (manufactured by Sanyo Chemical Co., Ltd.) was used to obtain both powder color and coating color. A pigment of the present invention exhibiting a vivid red color was obtained.
実施例３
実施例１（２）において、ジシアンジアミド・ジエチレ
ントリアミン重縮合物をサンフィックス５５５に代えて
カヤフィックス［’０ （日本化薬製）を用いる以外は
、同様に操作して粉体色、塗布色共に鮮明な赤色を示す
本発明顔料を得た。Example 3 Powder color and coating were performed in the same manner as in Example 1 (2) except that Kayafix ['0 (manufactured by Nippon Kayaku) was used instead of Sanfix 555 for the dicyandiamide/diethylenetriamine polycondensate. A pigment of the present invention was obtained which exhibited a clear red color.
試験例１
実施例１及び３で得られた本発明顔料０．１ｇを３０−
の（Ａ＞水、（Ｂ）アセトン／水（４０／６０）水溶液
、又は（Ｃ） ５ ｇ／ ｆｌ ＮａＣｊ！水溶液に懸
濁し、振盪語中で４０℃、１時間振盪後、Ｎ０５Ｃの濾
紙を用いて濾過し、濾液の最大吸収波長の吸光度を測定
することにより、染料の溶出性を検討した。得られた結
果を第１表に示す。Test Example 1 0.1 g of the present pigment obtained in Examples 1 and 3 was mixed with 30-
(A>water, (B) acetone/water (40/60) aqueous solution, or (C) 5 g/fl NaCj! aqueous solution, shaken for 1 h at 40 °C in a shaking chamber, and filtered with N05C filter paper. The elution properties of the dye were investigated by filtering the filtrate using a filtrate and measuring the absorbance at the maximum absorption wavelength of the filtrate.The obtained results are shown in Table 1.
以下余白
第１表
（）は最大吸収波長
本発明顔料は、ポリアミン系カチオンポリマーで処理し
ていない顔料に比べ、著しく染料溶出防止効果が向上し
ている。Table 1 () below shows the maximum absorption wavelength.The pigment of the present invention has a markedly improved dye elution prevention effect compared to a pigment not treated with a polyamine-based cationic polymer.
実施例４
実施例１〜３と同様にして、次の着色複合顔料の表面を
サンフィックス５５５、サンフィックス５５５ＵＳ及び
カヤフィックスＣＤでそれぞれ処理された本発明顔料を
得た。これらの顔料はいずれも鮮明な色を有し、かつ染
料溶出防止効果に優れたものであった。Example 4 In the same manner as in Examples 1 to 3, the following pigments of the present invention were obtained by treating the surfaces of the colored composite pigments with Sunfix 555, Sunfix 555 US, and Kayafix CD, respectively. All of these pigments had vivid colors and were excellent in preventing dye elution.
（１）赤色雲母チタン−塩基性塩化アルミニウムー赤色
３号
赤色雲母チタン−塩基性塩化アルミニウムー赤色１．０
２号
赤色雲母チタン−塩基性塩化アルミニウムー赤色２０１
号
金色雲母チタン−塩基性塩化アルミニウムー黄色４号
青色雲母チタン−塩基性塩化アルミニウムー青色１号
緑色雲母チタン−塩基性塩化アルミニウムー緑色３号
金色雲母チタン−塩基性塩化アルミニウムー赤色１０４
号の（１）
青色雲母チタン−塩基性塩化アルミニウムー赤色１０４
号の（１）
以上(1) Red mica titanium - Basic aluminum chloride - Red No. 3 Red mica titanium - Basic aluminum chloride - Red 1.0
No. 2 red mica titanium - basic aluminum chloride - red 201
No. 3 Golden mica titanium - Basic aluminum chloride - Yellow No. 4 Blue mica titanium - Basic aluminum chloride - Blue No. 1 Green mica titanium - Basic aluminum chloride - Green No. 3 Golden mica titanium - Basic aluminum chloride - Red 104
No. (1) Blue mica titanium-basic aluminum chloride-red 104
Item (1) and above
Claims (1)
ーで処理されていることを特徴とする安定化着色複合顔
料。1. A stabilized colored composite pigment characterized in that the surface of the colored composite pigment is treated with a polyamine-based cationic polymer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27485390A JPH04149277A (en) | 1990-10-12 | 1990-10-12 | Stabilized colored composite pigment |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27485390A JPH04149277A (en) | 1990-10-12 | 1990-10-12 | Stabilized colored composite pigment |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04149277A true JPH04149277A (en) | 1992-05-22 |
Family
ID=17547490
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27485390A Pending JPH04149277A (en) | 1990-10-12 | 1990-10-12 | Stabilized colored composite pigment |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04149277A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998050471A1 (en) * | 1997-05-09 | 1998-11-12 | Engelhard Corporation | Blended nacreous pigments, colorants and adjuvants |
| JP2007297621A (en) * | 2006-04-21 | 2007-11-15 | Merck Patent Gmbh | Pigment |
| JP2010084119A (en) * | 2008-09-02 | 2010-04-15 | Fujifilm Corp | Processed pigment, pigment dispersion composition, photocurable composition, color filter and method of production of color filter |
| US7837742B2 (en) | 2003-05-19 | 2010-11-23 | The Procter & Gamble Company | Cosmetic compositions comprising a polymer and a colorant |
-
1990
- 1990-10-12 JP JP27485390A patent/JPH04149277A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998050471A1 (en) * | 1997-05-09 | 1998-11-12 | Engelhard Corporation | Blended nacreous pigments, colorants and adjuvants |
| US7837742B2 (en) | 2003-05-19 | 2010-11-23 | The Procter & Gamble Company | Cosmetic compositions comprising a polymer and a colorant |
| JP2007297621A (en) * | 2006-04-21 | 2007-11-15 | Merck Patent Gmbh | Pigment |
| JP2010084119A (en) * | 2008-09-02 | 2010-04-15 | Fujifilm Corp | Processed pigment, pigment dispersion composition, photocurable composition, color filter and method of production of color filter |
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