JPS62225576A - Brightness improver for coating material and ink - Google Patents
Brightness improver for coating material and inkInfo
- Publication number
- JPS62225576A JPS62225576A JP61069643A JP6964386A JPS62225576A JP S62225576 A JPS62225576 A JP S62225576A JP 61069643 A JP61069643 A JP 61069643A JP 6964386 A JP6964386 A JP 6964386A JP S62225576 A JPS62225576 A JP S62225576A
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- pigment
- group
- groups
- improver
- 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.)
- Granted
Links
- 239000011248 coating agent Substances 0.000 title abstract description 3
- 238000000576 coating method Methods 0.000 title abstract description 3
- 239000000463 material Substances 0.000 title abstract description 3
- 239000013522 chelant Substances 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000010936 titanium Substances 0.000 claims abstract description 11
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 11
- 239000000976 ink Substances 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 239000003973 paint Substances 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 2
- 239000000654 additive Substances 0.000 abstract description 4
- 230000000996 additive effect Effects 0.000 abstract description 4
- 239000000853 adhesive Substances 0.000 abstract description 2
- 230000001070 adhesive effect Effects 0.000 abstract description 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract description 2
- 239000000049 pigment Substances 0.000 description 29
- 239000003921 oil Substances 0.000 description 20
- 235000019198 oils Nutrition 0.000 description 20
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- 239000002966 varnish Substances 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- -1 titanium alkoxide Chemical class 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- 229910000906 Bronze Inorganic materials 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000010974 bronze Substances 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 229940125898 compound 5 Drugs 0.000 description 2
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 2
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 230000005660 hydrophilic surface Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- 239000003981 vehicle Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- IYHIFXGFKVJNBB-UHFFFAOYSA-N 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonic acid Chemical compound C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S(O)(=O)=O IYHIFXGFKVJNBB-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 229910001111 Fine metal Inorganic materials 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 229920001800 Shellac Polymers 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 229920002494 Zein Polymers 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Chemical group 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 239000005019 zein Substances 0.000 description 1
- 229940093612 zein Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
−の1
本発明は、塗料およびインキ類における鮮明度を向上さ
せる添加剤に関するものである。-1 The present invention relates to an additive that improves sharpness in paints and inks.
【胆Δ逢1
一般に顔料は、素材そのままでは有機媒質中への分散性
や混和性が悪く、顔料素材で塗料や印刷インキに着色剤
として使用すると、顔料本来の色が得られない場合が多
く、鮮明度の不良、ブロンズの発生、光沢や隠蔽力の低
下などの問題が生じることがある。
このような欠陥を除くため多くの顔料は表面処理がなさ
れているかまたは分散剤と併用されているが、いまだ満
足のゆく方法は見いだされていない。
日の ゞ べき口題
本発明の目的は、顔料の鮮明度を著しく向上させ、同時
に顔料の親油性を増大させ有機溶剤、ビヒクル、樹脂な
どの種々の有機物に対する分散性を向上させる添加剤を
提供することにある。
。 t・めの
上記目的は特定のチタンキレート化合物を用いることに
より達成される。
すなわち、本発明は一般式(I)
〔ただし式中R1は水素原子または炭素数1ないし22
のアルキル基、炭素数3ないし22のアルケニル基、R
2はメチル基またはフェニル基、R3はR,s 、Rh
oまたはRbNHで、R4、R2、R6はそれぞれ同一
または相異なる炭素数1ないし22のアルキル基、炭素
数3ないし22のアルケニル基、炭素数6ないし14の
アリール基、炭素数7ないし15のアルアルキル基また
は炭素数7ないし17のアルキルアリール基であり。
m′は2≦m′く4である。〕
で示される少なくとも1種のチタンキレート化合物から
なることを特徴とする塗料およびインキの鮮明度向上剤
に関するものである。
一般式(I)において、R4,R,、R6として好まし
いものに、メチル、エチル、ブチル、ラウリル、オクチ
ル、オレイル、ベンジル、フェニル基等が挙げられる、
R1は実用上水素原子、イソプロピル基、n−ブチル基
、オレイル基が好ましく、そのチタン原子に対する存在
割合を示すmは2以上4未満で、好ましくは3.5以下
がよい。
一般式(I)で示される化合物の具体例は第1表に示す
ようなものがある。
以下余白
本発明の一般式(I)のチタンキレート化合物を得るに
は、チタンアルコキサイドをβ−ジケトン類と反応させ
る方法が一般的で、チタンアルコキサイド1モルに対し
てβ−ジケトン類を0.5ないし4.0モル加えて加熱
還流すればよい。
本発明におけるチタンキレート化合物の使用量は顔料に
対し0.1ないし30重量%、好ましくは0.5ないし
20重量%である。
本発明における鮮明度向上剤による顔料の表面改質は、
一般式(I)の化合物と顔料を乾式または湿式法により
混合すればよいが、湿式法が均一混合の点から好ましい
。湿式処理の際に、本発明の鮮明度向上剤と反応しない
ナフサ、ヘキサン、ヘプタン、オクタン、オクテン、ベ
ンゼン、トルエン、キシレン等の炭化水素またはトリク
ロロエチレン等の塩素化炭化水素が用いられる。混合温
度は特に制限されるものではないが、顔料と鮮明度向上
剤との間の反応が起こるように選ばれる。
乾式混合では、例えばヘンシェルミキサー、オバートミ
キサー、ワーリングブレンダー等で混合するのが好まし
い。
顔料をあらかじめ本発明の鮮明度向上剤で表面処理して
から塗料またはインキに添加してもよいが、本発明の鮮
明度向上剤と顔料を塗料、インキ等に直接混合してもよ
い。
本発明の鮮明度向上剤により表面が改質された顔料は広
範囲の有機媒質に応用することができる。
このような有機媒質としては、たとえばアマニ油、キリ
油、大豆油などの乾性油、脱水ヒマシ油、マレイン化油
、スチレン化油、ビニルトルエン化油などの合成乾性油
、ロジン、硬化ロジン、重合ロジン、ロジンエステル、
マレイン酸樹脂、セラック、ゼインなどの天然および加
工樹脂、フェノール樹脂、キシレン樹脂、変性アルキド
樹脂、ポリアミド樹脂、クマロン−インデン樹脂、ウレ
タン樹脂などの合成樹脂、塩化ゴム、環化ゴムなどのゴ
ム誘導体、ニトロセルロース、エチルセルロースなどの
繊維素誘導体等の塗料、印刷インク等のビヒクル、ヘキ
サン、トルエン、セロソルブ等の溶剤および希釈剤、ポ
リエチレン樹脂、ポリプロピレン樹脂、ポリスチレン樹
脂、ポリ塩化ビニル樹脂、ポリエステル樹脂、不飽和ポ
リエステル樹脂、ポリカーボネート樹脂、シリコン樹脂
、アクリル樹脂、フッ素樹脂、エポキシ樹脂、ABS樹
脂、BS樹脂などの成形加工用の高分子化合物が挙げら
れる。
本発明の鮮明度向上剤により表面が改質されうる顔料と
しては、炭酸カルシウム、マイカ、水酸化アルミニウム
、酸化チタン、酸化アンチモン、アスベスト、シリカ、
ジンクイエロー、鉛丹、ベンガラ、亜鉛華、タルク、カ
ーボンブラック、硫酸バリウム、炭酸マグネシウム、フ
タロシアニンブルー、キナクリドンイエロー、紺青、ブ
リリアトカーミン6B、レーキレッドCおよび金属微粉
末や金属酸化物粉末などの無機または有機の顔料を挙げ
ることができるが、これらに限定されるものではなく、
表面に親水性を有する顔料が広く適用される。本発明に
おける親水性表面を有する顔料とは、表面に水酸基など
の親水性官能基や結晶水を有するものや表面に吸着水が
存在しているような顔料である。
本発明の作用効果の詳細な機構は不明であるが、本発明
におけるチタンキレート化合物が顔料表面の水酸基、酸
基または吸着水分などと反応しやすい官能基を持つ一方
、安定な親油性基示すキレート基を持つため、顔料の表
面に物理的または化学的に吸着し、顔料の表面を被覆す
ることによって顔料と有機媒質あるいは樹脂との混和性
を向上させることによって鮮明度と分散性の向上が得ら
れるものと思われる。
以下実施例により本発明をさらに詳細に説明する。なお
実施例中の配合割合は重量に基づくものである。
実」1例」−
第1表に示したチタンキレート化合物の印刷インキにお
ける鮮明度向上効果をみるために、カーボンブラック(
商品名「三菱カーボンMA−sに三菱化成■製)とチタ
ンキレート化合物を4号ワニスに添加して、フーバーマ
ーラーで混練しく100X3回)、着色油を得た。次い
でこの着色油を展色紙に展色して肉眼による観察(官能
検査)と分光光度計による反射率の測定を行った。着色
油の組成と試験方法は以下の通りである。結果を第2表
に示す。
[着色油の組成コ
鮮明度向上剤配合
・4号ワニス 70重量部
・顔料 25 ツノ
・キレート化合物 5 ツノ
ブランク
・4号ワニス 75重量部
・顔料 25#
[鮮明度]
ブランクの場合の着色油を基準にして色調、黒さ、光沢
などを肉眼で官能的に評価した。
[反射率の低下率]
波長600 nmにおける反射率を測定し、ブランクの
着色油を基準にして反射率の低下率を算出した。数値が
大きい程黒色度が大きい。
実施例2
顔料としてフタロシアニンブルー(商品名[Cyani
ne Blue LBG4;住友化学工業■製)を
用い実施例1に準じて着色油を調製した。着色油の組成
と試験方法は以下の通りである。
結果を第3表に示す。
[着色油の組成]
鮮明度向上剤配合
・4号ワニス 68重量部
・顔料 28 ノ!
・キレート化合物 4 ツノ
ブランク
・4号ワニス 72重量部
・顔料 28 ツノ
[鮮明度]
ブランクの場合の着色油を基準にして色調、光沢、ブロ
ンズなどを肉眼で官能的に評価した。
[反射率の低下率]
波長720 nmにおける反射率を測定し、ブランクの
着色油を基準にして反射率の低下率を算出した。数値が
大きい程赤みのないきれいな青色である。
第3表
実施例3
顔料として赤色アゾレーキ(商品名rBright
Red G Toner」;東洋インキ製3′a@
製)を用い実施例1に準じて着色油を調製した。着色油
の組成と試験方法は以下の通りである。
結果を第4表に示す。
[着色油の組成]
鮮明度向上剤配合
・4号ワニス 52重量部
・顔料 431ト
キレート化合物 5 77
ブランク
・4号ワニス 57重量部
・顔料 43 ツノ
[鮮明度]
ブランクの場合の着色油を基準にして、色調、光沢、ブ
ロンズ、透明性などを肉眼で官能的に評価した。
[反射率の低下率コ
波長570nmにおける反射率を測定し、ブランクの着
色油を基準にして反射率の低下率を算出した。数値が大
きい程赤色度が大きい。
第4表
光」レグ】U[
本発明の鮮明度向上剤によって改質された顔料の実用上
の効果は種々あり、たとえば塗料や印刷インクにおいて
は、(1)鮮明度が向上する、(21光沢や隠蔽力の増
大が得られる、(3)接着力が向上する、(イ)製造時
の混合時間が短縮される、(51顔料の親油性を増大し
て有機溶剤、ビヒクル、樹脂などへの分散性が向上する
ことなどが挙げられる。In general, pigments have poor dispersibility and miscibility in organic media when used as raw materials, and when pigment materials are used as colorants in paints or printing inks, the original color of the pigment cannot often be obtained. , problems such as poor clarity, bronzing, and decreased gloss and hiding power may occur. In order to eliminate such defects, many pigments are subjected to surface treatments or are used in combination with dispersants, but no satisfactory method has yet been found. An object of the present invention is to provide an additive that significantly improves the visibility of pigments, and at the same time increases the lipophilicity of pigments and improves their dispersibility in various organic substances such as organic solvents, vehicles, and resins. It's about doing. . The above objectives of T.m. are achieved by using specific titanium chelate compounds. That is, the present invention relates to the general formula (I) [wherein R1 is a hydrogen atom or a carbon number of 1 to 22]
an alkyl group, an alkenyl group having 3 to 22 carbon atoms, R
2 is a methyl group or phenyl group, R3 is R, s, Rh
o or RbNH, and R4, R2, and R6 are the same or different alkyl groups having 1 to 22 carbon atoms, alkenyl groups having 3 to 22 carbon atoms, aryl groups having 6 to 14 carbon atoms, and alkyl groups having 7 to 15 carbon atoms. It is an alkyl group or an alkylaryl group having 7 to 17 carbon atoms. m' is 2≦m'<4. ] The present invention relates to a sharpness improver for paints and inks, which is characterized by comprising at least one titanium chelate compound shown in the following. In general formula (I), preferred examples of R4, R, and R6 include methyl, ethyl, butyl, lauryl, octyl, oleyl, benzyl, phenyl groups, etc.
Practically speaking, R1 is preferably a hydrogen atom, an isopropyl group, an n-butyl group, or an oleyl group, and m, which indicates its abundance relative to titanium atoms, is 2 or more and less than 4, preferably 3.5 or less. Specific examples of the compound represented by the general formula (I) are shown in Table 1. In order to obtain the titanium chelate compound of the general formula (I) of the present invention, a general method is to react titanium alkoxide with β-diketones. What is necessary is to add 0.5 to 4.0 moles of and heat under reflux. The amount of the titanium chelate compound used in the present invention is 0.1 to 30% by weight, preferably 0.5 to 20% by weight, based on the pigment. The surface modification of the pigment by the sharpness improver in the present invention is as follows:
The compound of general formula (I) and the pigment may be mixed by a dry method or a wet method, but the wet method is preferable from the viewpoint of uniform mixing. During wet processing, hydrocarbons such as naphtha, hexane, heptane, octane, octene, benzene, toluene, xylene or chlorinated hydrocarbons such as trichloroethylene are used which do not react with the sharpening agent of the present invention. The mixing temperature is not particularly limited, but is selected such that a reaction between the pigment and the sharpening agent occurs. In dry mixing, it is preferable to use, for example, a Henschel mixer, an Overt mixer, a Waring blender, or the like. Although the pigment may be surface-treated with the sharpness improver of the present invention in advance and then added to the paint or ink, the sharpness improver of the present invention and the pigment may be directly mixed into the paint, ink, or the like. Pigments surface-modified with the sharpening agent of the present invention can be applied to a wide range of organic media. Such organic media include, for example, drying oils such as linseed oil, tung oil, soybean oil, synthetic drying oils such as dehydrated castor oil, maleated oils, styrenated oils, vinyltoluenated oils, rosins, hydrogenated rosins, polymerized rosin, rosin ester,
Natural and processed resins such as maleic resins, shellac, zein, synthetic resins such as phenolic resins, xylene resins, modified alkyd resins, polyamide resins, coumaron-indene resins, urethane resins, rubber derivatives such as chlorinated rubber, cyclized rubber, Paints such as cellulose derivatives such as nitrocellulose and ethylcellulose, vehicles such as printing inks, solvents and diluents such as hexane, toluene, and cellosolve, polyethylene resins, polypropylene resins, polystyrene resins, polyvinyl chloride resins, polyester resins, unsaturated Examples include polymeric compounds for molding such as polyester resin, polycarbonate resin, silicone resin, acrylic resin, fluororesin, epoxy resin, ABS resin, and BS resin. Pigments whose surfaces can be modified by the sharpness improver of the present invention include calcium carbonate, mica, aluminum hydroxide, titanium oxide, antimony oxide, asbestos, silica,
Inorganic materials such as zinc yellow, red lead, red iron oxide, zinc white, talc, carbon black, barium sulfate, magnesium carbonate, phthalocyanine blue, quinacridone yellow, navy blue, brilliatocarmine 6B, lake red C, and fine metal powders and metal oxide powders. or organic pigments, but are not limited to these,
Pigments with hydrophilic surfaces are widely applied. In the present invention, a pigment having a hydrophilic surface is a pigment having a hydrophilic functional group such as a hydroxyl group or water of crystallization on the surface, or a pigment having adsorbed water on the surface. Although the detailed mechanism of the effects of the present invention is unknown, the titanium chelate compound of the present invention has a functional group that easily reacts with hydroxyl groups, acid groups, or adsorbed moisture on the pigment surface, while the chelate exhibits a stable lipophilic group. Because it has a group, it can be physically or chemically adsorbed to the surface of the pigment, and by coating the surface of the pigment, it can improve the miscibility of the pigment with the organic medium or resin, thereby improving visibility and dispersibility. It seems likely that it will be possible. The present invention will be explained in more detail with reference to Examples below. Note that the blending ratios in the examples are based on weight. Example 1 - In order to see the sharpness improvement effect of titanium chelate compounds shown in Table 1 in printing ink, carbon black (
Product name "Mitsubishi Carbon MA-s manufactured by Mitsubishi Kasei ■" and a titanium chelate compound were added to No. 4 varnish and kneaded with a Hoover muller (100 x 3 times) to obtain a colored oil.Then, this colored oil was spread on colored paper. The color was developed and observed with the naked eye (sensory test) and the reflectance was measured using a spectrophotometer.The composition of the colored oil and the test method are as follows.The results are shown in Table 2. Composition Contains clarity improver, No. 4 varnish 70 parts by weight, Pigment 25 Horn chelate compound 5 Horn blank, No. 4 varnish 75 parts by weight, Pigment 25# [Clarity] Color tone based on colored oil in the case of blank, Blackness, gloss, etc. were sensually evaluated with the naked eye. [Reduction rate of reflectance] The reflectance at a wavelength of 600 nm was measured, and the decrease rate of reflectance was calculated based on the blank colored oil. The larger the blackness, the higher the blackness. Example 2 Phthalocyanine blue (trade name [Cyani
A colored oil was prepared according to Example 1 using ne Blue LBG4 (manufactured by Sumitomo Chemical Co., Ltd.). The composition of the colored oil and the test method are as follows. The results are shown in Table 3. [Composition of colored oil] Contains visibility improver, No. 4 varnish 68 parts by weight, pigment 28 no! - Chelate compound 4 Horn blank - No. 4 varnish 72 parts by weight - Pigment 28 Horn [Sharpness] The color tone, gloss, bronze, etc. were visually and sensually evaluated based on the colored oil of the blank. [Reflectance Decrease Rate] The reflectance at a wavelength of 720 nm was measured, and the reflectance decrease rate was calculated based on the blank colored oil. The higher the number, the clearer the blue color without redness. Table 3 Example 3 Red azo lake (trade name rBright) as pigment
Red G Toner”; Toyo Ink 3’a@
A colored oil was prepared according to Example 1 using the following method. The composition of the colored oil and the test method are as follows. The results are shown in Table 4. [Composition of colored oil] Contains clarity improver / No. 4 varnish 52 parts by weight / Pigment 431 Tochelate compound 5 77 Blank / No. 4 varnish 57 parts by weight / Pigment 43 Horns [Definition] Based on the colored oil in the case of blank Color tone, gloss, bronze, transparency, etc. were visually and sensually evaluated. [Decrease rate of reflectance] The reflectance at a wavelength of 570 nm was measured, and the decrease rate of reflectance was calculated based on the blank colored oil. The larger the number, the greater the redness. Table 4: Light "Leg] U Increased gloss and hiding power can be obtained; (3) Improved adhesive strength; Examples include improved dispersibility.
Claims (1)
2のアルキル基、炭素数3ないし22のアルケニル基、
R_2はメチル基またはフェニル基、R_3はR_4、
R_5OまたはR_6NHで、R_4、R_5、R_6
はそれぞれ同一または相異なる炭素数1ないし22のア
ルキル基、炭素数3ないし22のアルケニル基、炭素数
6ないし14のアリール基、炭素数7ないし15のアル
アルキル基または炭素数7ないし17のアルキルアリー
ル基であり、m′は2≦m′<4である。〕 で示される少なくとも1種のチタンキレート化合物から
なること特徴とする塗料およびインキ類の鮮明度向上剤[Claims] 1. General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) [However, in the formula, R_1 is a hydrogen atom or a carbon number of 1 to 2
2 alkyl group, alkenyl group having 3 to 22 carbon atoms,
R_2 is a methyl group or phenyl group, R_3 is R_4,
R_5O or R_6NH, R_4, R_5, R_6
are the same or different alkyl groups having 1 to 22 carbon atoms, alkenyl groups having 3 to 22 carbon atoms, aryl groups having 6 to 14 carbon atoms, aralkyl groups having 7 to 15 carbon atoms, or alkyl groups having 7 to 17 carbon atoms; It is an aryl group, and m' satisfies 2≦m'<4. ] A sharpness improver for paints and inks, characterized by comprising at least one titanium chelate compound represented by
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61069643A JPH0751686B2 (en) | 1986-03-27 | 1986-03-27 | Sharpness improver for paints and inks |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61069643A JPH0751686B2 (en) | 1986-03-27 | 1986-03-27 | Sharpness improver for paints and inks |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS62225576A true JPS62225576A (en) | 1987-10-03 |
JPH0751686B2 JPH0751686B2 (en) | 1995-06-05 |
Family
ID=13408738
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61069643A Expired - Fee Related JPH0751686B2 (en) | 1986-03-27 | 1986-03-27 | Sharpness improver for paints and inks |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0751686B2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1264864A1 (en) * | 2001-06-06 | 2002-12-11 | Dow Corning Corporation | Addition curable silicone composition comprising titanium chelate and a hydroxy-functional organic unsaturated compound |
JP2002371185A (en) * | 2001-06-06 | 2002-12-26 | Dow Corning Corp | Silicone composition and cured silicone product |
WO2007105715A1 (en) * | 2006-03-15 | 2007-09-20 | Dic Corporation | Printing ink composition |
-
1986
- 1986-03-27 JP JP61069643A patent/JPH0751686B2/en not_active Expired - Fee Related
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1264864A1 (en) * | 2001-06-06 | 2002-12-11 | Dow Corning Corporation | Addition curable silicone composition comprising titanium chelate and a hydroxy-functional organic unsaturated compound |
JP2002363415A (en) * | 2001-06-06 | 2002-12-18 | Dow Corning Corp | Silicone composition and cured silicone product |
JP2002371185A (en) * | 2001-06-06 | 2002-12-26 | Dow Corning Corp | Silicone composition and cured silicone product |
KR100836517B1 (en) * | 2001-06-06 | 2008-06-12 | 다우 코닝 코포레이션 | Silicone composition and cured silicone product |
WO2007105715A1 (en) * | 2006-03-15 | 2007-09-20 | Dic Corporation | Printing ink composition |
Also Published As
Publication number | Publication date |
---|---|
JPH0751686B2 (en) | 1995-06-05 |
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