JPH05230227A - Coloration of thermoplastic resin - Google Patents
Coloration of thermoplastic resinInfo
- Publication number
- JPH05230227A JPH05230227A JP6093792A JP6093792A JPH05230227A JP H05230227 A JPH05230227 A JP H05230227A JP 6093792 A JP6093792 A JP 6093792A JP 6093792 A JP6093792 A JP 6093792A JP H05230227 A JPH05230227 A JP H05230227A
- Authority
- JP
- Japan
- Prior art keywords
- thermoplastic resin
- liquid
- pigment
- thermal processing
- liquid colorant
- 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
- 229920005992 thermoplastic resin Polymers 0.000 title claims abstract description 22
- 239000007788 liquid Substances 0.000 claims abstract description 35
- 239000000049 pigment Substances 0.000 claims abstract description 20
- 239000003086 colorant Substances 0.000 claims abstract description 18
- 239000000178 monomer Substances 0.000 claims abstract description 16
- 239000004014 plasticizer Substances 0.000 claims abstract description 14
- 239000003999 initiator Substances 0.000 claims abstract description 6
- 238000004040 coloring Methods 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- -1 acrylic ester Chemical class 0.000 abstract description 11
- 229920005989 resin Polymers 0.000 abstract description 10
- 239000011347 resin Substances 0.000 abstract description 10
- 239000000203 mixture Substances 0.000 abstract description 2
- 229920001169 thermoplastic Polymers 0.000 abstract description 2
- 239000004416 thermosoftening plastic Substances 0.000 abstract description 2
- 239000000975 dye Substances 0.000 description 8
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229920005990 polystyrene resin Polymers 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- BKUSIKGSPSFQAC-RRKCRQDMSA-N 2'-deoxyinosine-5'-diphosphate Chemical compound O1[C@H](CO[P@@](O)(=O)OP(O)(O)=O)[C@@H](O)C[C@@H]1N1C(NC=NC2=O)=C2N=C1 BKUSIKGSPSFQAC-RRKCRQDMSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 229920001083 polybutene Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N Nonanedioid acid Natural products OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 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
- YKGYQYOQRGPFTO-UHFFFAOYSA-N bis(8-methylnonyl) hexanedioate Chemical compound CC(C)CCCCCCCOC(=O)CCCCC(=O)OCCCCCCCC(C)C YKGYQYOQRGPFTO-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 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
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 150000003329 sebacic acid derivatives Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、液体着色材により熱可
塑性樹脂を着色する方法に関する。FIELD OF THE INVENTION The present invention relates to a method for coloring a thermoplastic resin with a liquid coloring material.
【０００２】[0002]
【従来の技術】従来、熱可塑性樹脂の着色法として、ド
ライカラーによる作業環境の汚れをなくすため、液体顔
料による着色方法が開発されている。液体顔料は調色が
容易で、しかも顔料が液体ベヒクル中に十分に分散され
ているため、ドライカラーと異なり加工条件の練りシェ
アーの差による着色の差が生じない特長をもっている。
しかしながら、液体であるため加工機械に付着し、操作
時に汚れが他に伝播すること、及び温度による粘度変化
のため正確な計量（一般に計量は容量計量を用いてい
る）がむつかしいという欠点がある。2. Description of the Related Art Conventionally, as a method for coloring a thermoplastic resin, a coloring method using a liquid pigment has been developed in order to eliminate stains in a working environment due to a dry color. Liquid pigments are easy to match in color, and because the pigments are well dispersed in the liquid vehicle, unlike dry colors, there is no difference in coloring due to differences in the kneading share of processing conditions.
However, it has a drawback that it adheres to a processing machine because it is a liquid, dirt propagates to other parts during operation, and accurate measurement (generally, volume measurement uses volume measurement) is difficult due to viscosity change due to temperature.
【０００３】このほかに、固着法として溶剤を使用し、
樹脂の表面の一部を溶かし顔料分散物を固着する方法が
ある（例えばサーフェースコート法：特許第１２１１１
１３号；特公昭５１−１６０５９号；特公昭５９−５１
５７０号）。In addition to this, a solvent is used as a fixing method,
There is a method of fixing a pigment dispersion by melting a part of the surface of the resin (for example, surface coating method: Japanese Patent No. 12111).
No. 13; JP-B-51-16059; JP-B-59-51
570).
【０００４】[0004]
【発明が解決すべき課題】これに反し、液体顔料を樹脂
の表面に固着する方法を採用したときは、液体顔料の調
色の容易性及び汚れのないこと、計量が正確なため着色
の正確さが得られるという特長がある。しかしながら、
液体顔料を固形化することはむつかしく、すなわちモノ
マーを酸素の多い条件下で固化することはむつかしい。
また固化しても、モノマーが顔料と網状結合するため、
顔料の樹脂への拡散性が悪く、フィッシュアイを生じ、
着色力が劣る。On the contrary, when the method of fixing the liquid pigment on the surface of the resin is adopted, the liquid pigment can be easily toned and there is no stain, and the weighing is accurate, so that the coloring is accurate. The advantage is that However,
It is difficult to solidify a liquid pigment, that is, to solidify a monomer under oxygen-rich conditions.
Even when solidified, the monomer is reticulated with the pigment,
Diffusibility of the pigment into the resin is poor, causing fish eyes,
Poor coloring power.
【０００５】本発明者は、網状構造を作らないモノマー
として、特定のアクリル酸またはメタクリル酸のエステ
ルモノマーを用いた液体着色材を使用すると、或る種の
熱可塑性樹脂では顔料の拡散性を阻害する事なく、樹脂
表面に皮膜を作り、また紫外線照射で顔料の分散性の優
れた皮膜を作り、着色できることを見いだした。The present inventor uses a liquid colorant containing a specific acrylic acid or methacrylic acid ester monomer as a monomer that does not form a network structure and inhibits the diffusibility of the pigment in some thermoplastic resins. It was found that without doing so, a film can be formed on the surface of the resin, and a film with excellent dispersibility of the pigment can be formed by irradiation with ultraviolet rays and colored.
【０００６】[0006]
【課題を解決するための手段・作用】本発明によれば、
上記の課題は、アクリル酸またはメタクリル酸のエステ
ルのモノマー、このモノマーと相溶性のある液状可塑
剤、必要により紫外線反応開始剤、および顔料または染
料からなる液体着色材を、熱可塑性樹脂に熱加工の前ま
たは熱加工時に添加し、次いで熱加工することを特徴と
する熱可塑性樹脂の着色方法によって解決される。According to the present invention,
The above-mentioned problems are obtained by thermally processing a liquid colorant consisting of an acrylic acid or methacrylic acid ester monomer, a liquid plasticizer compatible with this monomer, an ultraviolet reaction initiator if necessary, and a pigment or dye into a thermoplastic resin. It is solved by a method for coloring a thermoplastic resin, which comprises adding before or during heat processing, and then heat processing.
【０００７】本発明で使用するアクリル酸またはメタク
リル酸エステルは、Ｃ6 以上の単独または混合アルキル
エステル、Ｃ4 以上のアルコールまたはフエノール類に
エチレンオキサイドまたはプロピレンオキサイドまたは
これらのブロック重合付加したエーテルアルコールのエ
ステル、脂環式アルキル例えばシクロヘキシル−、芳香
族置換アルキル例えばベンジル−、または複素環式（例
えばテトラヒドロフルフリル−エステル等から選択され
た少なくとも１種以上のエステルモノマーであり、ラウ
リル−またはステアリル−またはこれらの混合エステル
が好ましい。The acrylic acid or methacrylic acid ester used in the present invention is a single or mixed alkyl ester of C 6 or more, an alcohol or phenol of C 4 or more of ethylene oxide or propylene oxide, or an ether alcohol of block-polymerized addition thereof. At least one or more ester monomers selected from esters, cycloaliphatic alkyls such as cyclohexyl, aromatic substituted alkyls such as benzyl, or heterocyclic (such as tetrahydrofurfuryl-ester, lauryl- or stearyl- or These mixed esters are preferred.
【０００８】本発明でいう液状可塑剤とは、通常の可塑
剤および樹脂に対して可塑剤と同様な作用を示し可塑剤
の代わりに使用できる物質を意味し、前者としては例え
ばフタール酸ジエステル例えばＤＯＰ、ＤＩＯＰ、ｎＤ
ＯＰ、ＤＩＤＰ、ＤＵＰ；アジピン酸エステル例えばＤ
ＯＡ、ＤＩＤＡ；アゼライン酸エステル例えばＤＯＺ、
ＤＩＤＺ；セバチン酸エステル例えばＤＯＳ、エポキシ
系可塑剤、ポリエステル可塑剤、脂肪酸エステル、アル
キルベンゼンがあり、また後者としては流動パラフィ
ン、ポリブテン、水添ポリブテン、塩素化パラフィン、
アルキルエステル、アルキルエーテル等があり、これら
の液状成分の少なくとも１種以上を選択使用することが
できる。これらの液状成分をベヒクルとし、顔料または
染料で着色し、必要ならば紫外線反応開始剤を添加して
本発明の液体着色材を製造する。The term "liquid plasticizer" as used in the present invention means a substance that can be used in place of a plasticizer by exhibiting the same action as an ordinary plasticizer and a resin, and the former can be, for example, a phthalic acid diester. DOP, DIOP, nD
OP, DIDP, DUP; adipates such as D
OA, DIDA; azelaic acid ester such as DOZ,
DIDZ; sebacic acid esters such as DOS, epoxy plasticizers, polyester plasticizers, fatty acid esters, and alkylbenzenes, and the latter include liquid paraffin, polybutene, hydrogenated polybutene, chlorinated paraffin,
There are alkyl esters, alkyl ethers and the like, and at least one kind of these liquid components can be selectively used. These liquid components are used as a vehicle, colored with a pigment or a dye, and if necessary, an ultraviolet reaction initiator is added to produce the liquid colorant of the present invention.
【０００９】こうして得られた液体着色材により所望の
熱可塑性樹脂を表面処理し、場合により紫外線硬化を行
なう。さらに熱可塑性樹脂をその樹脂の熱加工条件で加
工し、均一に着色された熱可塑性製品を製造することが
できる。顔料はベヒクル中に完全分散されているため、
熱加工条件により発色性が異なることがなく、均一な着
色物が得られる。アルキル−アクリル酸又はメタアクリ
ル酸エステルモノマーが、液体ベヒクル中１〜１００ｗ
ｔ％を占め、これと併用する９９〜０ｗｔ％の可塑剤ま
たは液体成分は、それぞれの熱可塑性樹脂の加工温度に
耐え得るもので、すなわち樹脂の加工温度で揮発損失の
少ないものを選択して使用する。ラウリルアクリル酸エ
ステルモノマーとＤＯＰ、ＤＩＤＰ、ポリエステル可塑
剤または流動パラフィンとの組み合わせが好ましい。こ
のアクリル酸またはメタアクリル酸エステルモノマー
は、例えばポリ塩化ビニルやポリスチレン樹脂の場合、
樹脂に吸収されて汚れのない皮膜を形成するので、特に
紫外線反応開始剤を必要としない。その他のモノマーは
硬化が遅いので、必要により紫外線反応開始剤として、
ベンジルメチールケタール、Ｄａｒｏｃｕｒ１１７３
（メルク社製）その他等が選択使用される。そのほか必
要により分散剤、充填剤、発泡剤、難燃剤としてのＳｂ
2 Ｏ3 等が使用される。アルキル部分がＣ12以上のも
の、例えばラウリルアクリル酸エステルモノーのポリマ
ーは熱軟化点が低いため、この液体着色材での塗装硬化
表面が温度上昇時にべたつきを起こすので、充填剤例え
ば炭酸カルシウム、無水シリカ、タルクまたは炭酸マグ
ネシウム、滑剤及び分散剤として、金属せっけん、脂肪
酸、脂肪酸アマイド等より選択して液体着色材塗膜の上
に更にこれらのものを塗布する。A desired thermoplastic resin is surface-treated with the liquid coloring material thus obtained, and ultraviolet curing is carried out in some cases. Further, the thermoplastic resin can be processed under the thermal processing conditions of the resin to produce a uniformly colored thermoplastic product. Because the pigment is completely dispersed in the vehicle,
The color developability does not differ depending on the heat processing conditions, and a uniform colored product can be obtained. Alkyl-acrylic acid or methacrylic acid ester monomer is 1-100w in liquid vehicle
The plasticizer or liquid component that occupies t% and is used in combination with 99 to 0 wt% is selected so that it can withstand the processing temperature of each thermoplastic resin, that is, one that has a small volatilization loss at the processing temperature of the resin. use. A combination of lauryl acrylate monomer with DOP, DIDP, polyester plasticizer or liquid paraffin is preferred. This acrylic acid or methacrylic acid ester monomer is, for example, in the case of polyvinyl chloride or polystyrene resin,
Since it is absorbed by the resin to form a film free from dirt, no ultraviolet reaction initiator is required. Since other monomers cure slowly, if necessary, as an ultraviolet reaction initiator,
Benzylmethyl ketal, Darocur1173
Others (manufactured by Merck & Co.) are selected and used. In addition, if necessary, Sb as a dispersant, filler, foaming agent, flame retardant
2 O 3 or the like is used. A polymer having an alkyl portion of C 12 or more, for example, a polymer of lauryl acrylate mono-has a low thermal softening point, and therefore the coating-cured surface of this liquid colorant causes stickiness when the temperature rises. Silica, talc or magnesium carbonate, a lubricant and a dispersant are selected from metal soap, fatty acids, fatty acid amides, etc., and these are further coated on the liquid colorant coating film.
【００１０】本発明方法において着色の対象となる熱可
塑性樹脂は、塩化ビニルのホモポリマーおよびコポリマ
ー、ポリオレフィン類例えばポリエチレン、ポリプロピ
レンまたはそれらのコポリマーで、ポリスチレン樹脂及
びそのコポリマー、ＡＢＳ樹脂、メタアクリルエステル
樹脂、そのコポリマー、ポリカーボネート、ポリウレタ
ン、ナイロン、ポリエステル系のＰＥＴ、ＰＢＴ等であ
る。The thermoplastic resins to be colored in the method of the present invention are homopolymers and copolymers of vinyl chloride, polyolefins such as polyethylene, polypropylene or copolymers thereof, polystyrene resins and their copolymers, ABS resins, methacrylic ester resins. , Its copolymers, polycarbonate, polyurethane, nylon, polyester-based PET, PBT and the like.
【００１１】本発明で使用する染料または顔料は、フタ
ロシアニン系、アンスラキノン系、ベリレン系染料、酸
化チタン、弁柄、カーボンブラック等で、単独またはこ
れらの組合せが使用される。また、顔料、染料の分散剤
として、金属せっけん、脂肪酸アミド等を顔料または染
料に対して１〜６０重量％用いることが出来る。The dyes or pigments used in the present invention include phthalocyanine type dyes, anthraquinone type dyes, berylylene type dyes, titanium oxide, red iron oxide, carbon black and the like, and these may be used alone or in combination. Further, as a dispersant for the pigment or dye, 1 to 60% by weight of metal soap, fatty acid amide or the like can be used with respect to the pigment or dye.
【００１２】[0012]
【実施例】以下の実施例によって本発明を更に詳しく説
明する。 実施例１ 可塑剤ＤＯＰ（ジオクチルフタレート） ０．５０重量部 ラウリルアクリレート（大阪有機製） ０．５０重量部 酸化チタン（ルチル型） ０．４２重量部 カーボンブラック（三菱化成製、＃３０） ０．２０重量部 より成る液体着色材を、インジェクション用ポリスチレ
ン樹脂ペレット、ＧＰグレード（三井東圧化学製、トー
ポレクス５５０−５１）の１００重量部にまぶし、ヘン
シェルミキサー中でゆっくりと、１０分攪拌すると、液
体着色材による薄い膜が作られ、しかも液体着色材の粘
着性がなくなり、液体着色材の容器、袋への付着が無く
なる。このものを２．５オンス インジェクションで成
型すると、均一に着色した製品が得られた。The present invention will be described in more detail by the following examples. Example 1 Plasticizer DOP (dioctyl phthalate) 0.50 part by weight Lauryl acrylate (manufactured by Osaka Organic) 0.50 part by weight Titanium oxide (rutile type) 0.42 parts by weight Carbon black (# 30 manufactured by Mitsubishi Kasei) 20 parts by weight of liquid coloring agent is sprinkled on 100 parts by weight of polystyrene resin pellets for injection, GP grade (Mitsui Toatsu Chemical Co., Ltd., Topolex 550-51), and slowly stirred in a Henschel mixer for 10 minutes. A thin film is formed by the colorant, and the liquid colorant loses its adhesiveness, so that the liquid colorant does not adhere to the container or bag. This was molded with 2.5 oz injection to give a uniformly colored product.
【００１３】実施例２ 可塑剤ＤＯＰ ０．２５重量部 可塑剤ポリエステルタイプ（アジピン酸と プロピレングリコールのエステル；粘度 （２５℃）：４５００ｃｐｓ、分子量約 ２０００；旭電化製、ＰＮ−２５０） ０．２５重量部 ラウリルアクリレート ０．５ 重量部 酸化チタン（ルチル型） ０．４２重量部 カーボンブラック（三菱化成製、＃３０） ０．２０重量部 ＢＭＫ（ベンジルジメチルケタール） ０．０４８重量部 より成る液体着色材を、インジェクション用ＡＢＳ樹脂
ペレット（電気化学工業製、デンカ ＱＰ）１００重量
部にまぶし、ヘンシェルミキサー中でゆっくりと攪拌し
ながら、ＵＶランプ（１２０Ｗ／ｃｍ）で照射する。約
１０分後照射を止め、Ｍｇステアレート０．１０重量部
を添加し、さらに暫く攪拌後ミキサーから排出する。こ
のものはトナーの付着性が無くなり、インジェクション
成型で、均一な着色物が得られた。Example 2 Plasticizer DOP 0.25 parts by weight Plasticizer polyester type (ester of adipic acid and propylene glycol; viscosity (25 ° C.): 4500 cps, molecular weight about 2000; Asahi Denka PN-250) 0.25 Parts by weight lauryl acrylate 0.5 parts by weight titanium oxide (rutile type) 0.42 parts by weight carbon black (Mitsubishi Chemical Co., # 30) 0.20 parts by weight BMK (benzyl dimethyl ketal) 0.048 parts by weight liquid coloring The material is sprinkled with 100 parts by weight of ABS resin pellets for injection (Denka QP, manufactured by Denki Kagaku Kogyo KK), and irradiated with a UV lamp (120 W / cm) while slowly stirring in a Henschel mixer. After about 10 minutes, the irradiation was stopped, 0.10 parts by weight of Mg stearate was added, and after stirring for a while, the mixture was discharged from the mixer. The toner had no adherence to the toner, and a uniform colored product was obtained by injection molding.
【００１４】実施例３ 実施例１の液体着色材を軟質ＰＶＣコンパウンド（サン
アロー株式会社製、ＦＫ−５２０７；ＤＯＰ ６２部含
有）に同量まぶし、ヘンシェル混合５分したところ、べ
た付きが無くなり、さらにＣａステアレート０．１重量
部まぶし、ミキサーから排出する。このものの、インジ
ェクションでの分散性は優れていた。Example 3 The liquid colorant of Example 1 was sprinkled with a soft PVC compound (Sun Arrow Co., Ltd., FK-5207; containing 62 parts of DOP) in the same amount, and mixed with Henschel for 5 minutes. 0.1 parts by weight of Ca stearate and dust from the mixer. However, the dispersibility in injection was excellent.
【００１５】[0015]
【発明の効果】本発明の熱可塑性樹脂用着色液体着色材
は、調色性に優れ、発色性ならびに均一性に優れた着色
製品用の熱可塑性樹脂コンパウンドを、簡単に作ること
が出来る効果を有する。EFFECT OF THE INVENTION The colored liquid colorant for thermoplastic resin of the present invention has an effect of easily producing a thermoplastic resin compound for a colored product which is excellent in toning property and excellent in color development and uniformity. Have.
Claims (2)
ルのモノマー、このモノマーと相溶性のある液状可塑
剤、必要により紫外線反応開始剤、および顔料または染
料からなる液体着色材を、熱可塑性樹脂に熱加工の前ま
たは熱加工時に添加し、次いで熱加工することを特徴と
する熱可塑性樹脂の着色方法。1. A liquid colorant comprising an acrylic acid or methacrylic acid ester monomer, a liquid plasticizer compatible with the monomer, an ultraviolet reaction initiator if necessary, and a pigment or a dye is thermally processed into a thermoplastic resin. Prior to or at the time of heat processing, and then heat processing, which is a method for coloring a thermoplastic resin.
後、紫外線照射して液体着色材を硬化させることを特徴
とする請求項１に記載の熱可塑性樹脂の着色方法。2. The method for coloring a thermoplastic resin according to claim 1, wherein after the liquid colorant is added to the thermoplastic resin, the liquid colorant is cured by irradiation with ultraviolet rays.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP06093792A JP3171276B2 (en) | 1992-02-18 | 1992-02-18 | Method of coloring thermoplastic resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP06093792A JP3171276B2 (en) | 1992-02-18 | 1992-02-18 | Method of coloring thermoplastic resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH05230227A true JPH05230227A (en) | 1993-09-07 |
| JP3171276B2 JP3171276B2 (en) | 2001-05-28 |
Family
ID=13156796
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP06093792A Expired - Lifetime JP3171276B2 (en) | 1992-02-18 | 1992-02-18 | Method of coloring thermoplastic resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3171276B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7589147B2 (en) | 2003-05-19 | 2009-09-15 | Nippon Shokubai Co., Ltd. | Resin composition for thermal conductive material and thermal conductive material |
| CN102690492A (en) * | 2012-05-16 | 2012-09-26 | 洛阳市河之阳高分子材料有限公司 | Heat-resistant weather-resistant blue grey color masterbatch for ABS (acrylonitrile butadiene styrene) and preparation process of blue grey color masterbatch |
-
1992
- 1992-02-18 JP JP06093792A patent/JP3171276B2/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7589147B2 (en) | 2003-05-19 | 2009-09-15 | Nippon Shokubai Co., Ltd. | Resin composition for thermal conductive material and thermal conductive material |
| CN102690492A (en) * | 2012-05-16 | 2012-09-26 | 洛阳市河之阳高分子材料有限公司 | Heat-resistant weather-resistant blue grey color masterbatch for ABS (acrylonitrile butadiene styrene) and preparation process of blue grey color masterbatch |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3171276B2 (en) | 2001-05-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4571416A (en) | Liquid colorant/additive concentrate for plastics | |
| GB1063238A (en) | A process for preparing a masterbatch composition | |
| EP2315801B1 (en) | Coloring process for poly(meth)acrylates with water-based liquid dyes, and water-based liquid dyes | |
| US5318871A (en) | Toner for electrophotography and method for producing the same | |
| US4094839A (en) | Preparations for coloring molten thermoplastic polymers | |
| JPH0693201A (en) | Color masterbatch and processed pigment | |
| JPH05230227A (en) | Coloration of thermoplastic resin | |
| JPH0693189A (en) | Color material and resin composition containing the same | |
| JPS638458A (en) | Coloring resin composition | |
| JPH03177468A (en) | Multipurpose master batch | |
| US2480821A (en) | Distribution of water-dispersible material throughout thermoplastic polymers | |
| JPH05341575A (en) | Toner for electrophotography | |
| US4624983A (en) | Liquid colorant/additive concentrate for plastics | |
| JPH0529713B2 (en) | ||
| JPH0511144B2 (en) | ||
| JP3185070B2 (en) | Cleaning agent for molding machines | |
| JP3057236B2 (en) | 2-cyanoacrylate composition | |
| US4226760A (en) | Colored rigid thermoplastic resin compositions and a process for their production | |
| JPH05222303A (en) | Method for mass coloration of plastic | |
| JPS5934738B2 (en) | granular pigment | |
| JPS5811546A (en) | Coloring composition for synthetic resin | |
| JPS58118827A (en) | Pelletized colorant for thermoplastic resin | |
| JPS61233041A (en) | Coloring of acrylonitrile-based thermoplastic resin | |
| JPH03223872A (en) | Toner for electrophotography | |
| JPH03221966A (en) | Method for controlling charge value of electrophotographic toner |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080323 Year of fee payment: 7 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Year of fee payment: 8 Free format text: PAYMENT UNTIL: 20090323 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090323 Year of fee payment: 8 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Year of fee payment: 9 Free format text: PAYMENT UNTIL: 20100323 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Year of fee payment: 9 Free format text: PAYMENT UNTIL: 20100323 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110323 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110323 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120323 Year of fee payment: 11 |
|
| EXPY | Cancellation because of completion of term |