JPS62181302A - Production of emulsion polymerization latex - Google Patents
Production of emulsion polymerization latexInfo
- Publication number
- JPS62181302A JPS62181302A JP2304486A JP2304486A JPS62181302A JP S62181302 A JPS62181302 A JP S62181302A JP 2304486 A JP2304486 A JP 2304486A JP 2304486 A JP2304486 A JP 2304486A JP S62181302 A JPS62181302 A JP S62181302A
- Authority
- JP
- Japan
- Prior art keywords
- water
- pigment
- cloud point
- emulsion polymerization
- organic pigment
- 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
- 239000004816 latex Substances 0.000 title claims abstract description 14
- 229920000126 latex Polymers 0.000 title claims abstract description 14
- 238000007720 emulsion polymerization reaction Methods 0.000 title claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 13
- 239000000049 pigment Substances 0.000 claims abstract description 26
- 229920000642 polymer Polymers 0.000 claims abstract description 20
- 239000000126 substance Substances 0.000 claims abstract description 19
- 239000002245 particle Substances 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims abstract description 10
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 8
- 239000012860 organic pigment Substances 0.000 claims abstract description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 7
- 239000006185 dispersion Substances 0.000 claims abstract description 6
- 239000000178 monomer Substances 0.000 claims abstract description 5
- 239000003505 polymerization initiator Substances 0.000 claims abstract description 5
- 229920003169 water-soluble polymer Polymers 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 6
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 abstract description 2
- 239000006229 carbon black Substances 0.000 abstract 1
- 238000012674 dispersion polymerization Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000004381 surface treatment Methods 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- -1 polyoxyethylene Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000001052 yellow pigment Substances 0.000 description 2
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- 240000001548 Camellia japonica Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- 238000004833 X-ray photoelectron spectroscopy Methods 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000005267 amalgamation Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- HXNZTJULPKRNPR-UHFFFAOYSA-N borinine Chemical compound B1=CC=CC=C1 HXNZTJULPKRNPR-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 235000018597 common camellia Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 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 1
- 239000007822 coupling agent Substances 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229940099800 pigment red 48 Drugs 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Landscapes
- Polymerisation Methods In General (AREA)
Abstract
Description
【発明の詳細な説明】
３、産業上の利用分野
本発明は、電子写真などに用いられる中分散重合体微粉
末を得るための乳化ｉ１合ラテックスの製造方法に関す
る。DETAILED DESCRIPTION OF THE INVENTION 3. Field of Industrial Application The present invention relates to a method for producing an emulsified i1 latex for obtaining a fine medium-dispersed polymer powder used in electrophotography and the like.
従来の技術
従来、ｖｔ＃Ｊ粒子をポリマー粒子内部に含有する乳化
重合ラテックスの製造方法においては、顔料の表面をシ
ランカップリング剤、チタネートカップリング剤などに
にり表面処理を施した後に重合反応を行う方法、あるい
はポリマー、顔料、溶剤間の相互作用を利用してポリマ
ーを顔４′３１表面に吸着させた後、固化する方法等が
用いられていた。Conventional technology Conventionally, in the production method of emulsion polymerization latex containing vt#J particles inside polymer particles, the surface of the pigment is treated with a silane coupling agent, a titanate coupling agent, etc., and then a polymerization reaction is carried out. or a method in which the polymer is adsorbed onto the surface of the face 4'31 by utilizing the interaction between the polymer, pigment, and solvent, and then solidified.
発明が解決しようとする問題点
しかしながら、前者の方法においては、顔料粒子を均一
に分散させることは困テ「であり、後者の方法において
は、顔料を被覆するポリマーのＩ！Ｘみなどを制御する
ことが困ガであり、又溶剤を使用することによる欠点な
ど、種々の問題点を有するものでめった。Problems to be Solved by the Invention However, in the former method, it is difficult to uniformly disperse the pigment particles, and in the latter method, it is difficult to control the I! It is difficult to do so, and it also has various problems such as disadvantages due to the use of solvents.
本発明は、これら従来の方法に６（）る問題点を解決す
ることを目的としてなされたものである。The present invention has been made with the object of solving the problems listed in (6) in these conventional methods.
すな、りら、本発明の目的は、顔料分散性の良好な顔４
１３１粒子を、ポリマー粒子内部に含有する乳化重合ラ
テックスの製造方法を（；？供することにおる。The purpose of the present invention is to provide a face 4 with good pigment dispersibility.
The present invention provides a method for producing an emulsion polymerization latex containing 131 particles inside polymer particles.
本発明の他の目的は、１ｑられた重合体微粉末を電子写
真現像剤として用いた場合、鎮１１による帯電性への悪
影響のない重合体微粉末を１ｑるための製造方法を提供
することにある。Another object of the present invention is to provide a method for producing 1 q of fine polymer powder that does not have an adverse effect on chargeability due to anti-oxidant 11 when the 1 q of fine polymer powder is used as an electrophotographic developer. It is in.
問題点を解決するための手段及び作用
本発明の目的は、有機鎖ねを水中に分散させ、該分散液
に重合開始剤及びビニルＩＩｉ量体を加えた後、重合を
行うことよりなる顔オニ：１をポリマー粒子内部に含有
する乳化重合ラテックスの製造方法において、該有機顔
料として、曇点を有する水）ｄ性高分子物？１の水）ｄ
液中に分散して曇点以上に加熱処理することによって１
！７られた、表面に水）ｄ性高分子物質が吸４されもの
を使１０することによって達成された。・
本発明の製造方法において、曇点とは、水溶性高分子物
質の水溶液を加熱していったときに、初めて）ｄ液に曇
りを生じる温度を指す。曇点以上の温度においては、水
溶性高分子物質は、水溶液中で水分子と水和状態にあり
、はぼ中分子分散の形態を取っているが、温度の上昇に
より、水溶性高分子物質は脱水和し、巨大ミセルを生成
し、溶液に曇りを生じる。この際、水溶性高分子物質の
水溶液に、顔料粒子などの不純物が添加されていると、
顔お１粒子表面に脱水和した多量の水溶性物質が吸着さ
れ、顔料粒子を取り巻く。この際、もしも水溶性高分子
物７１の水溶液が曇点を有しないか、あるいは曇点以下
の温度において処理を行うと、上記した現象は見られず
、わずかな椿の水溶性高分子物質が、顔お１表面に付着
しただけとなる。不発明は、この様な水溶性高分子物質
の水溶液のの点付近の挙動に着目し、本発明を完成させ
た。従って、本発明の製造方法において、顔料に対し吸
６作用を示す水溶性高分子物質は、曇点を有するもので
なくてはならない。ざらには、吸６処理段階において、
水溶性高分子物質の水溶液は、曇点以上に加熱される必
要がある。Means and Effects for Solving the Problems The object of the present invention is to disperse organic chains in water, add a polymerization initiator and a vinyl IIi polymer to the dispersion, and then perform polymerization. : In the method for producing an emulsion polymerization latex containing 1 inside the polymer particles, the organic pigment is a water) d-based polymer having a cloud point. 1 water) d
1 by dispersing it in a liquid and heating it above the cloud point.
! This was achieved by using a material on which a water-absorbing polymeric material was adsorbed. - In the production method of the present invention, the clouding point refers to the temperature at which liquid d (for the first time) becomes cloudy when an aqueous solution of a water-soluble polymeric substance is heated. At temperatures above the cloud point, water-soluble polymeric substances are in a hydrated state with water molecules in an aqueous solution, taking the form of almost molecularly dispersed molecules, but as the temperature increases, water-soluble polymeric substances dehydrates, forming giant micelles and causing cloudiness in the solution. At this time, if impurities such as pigment particles are added to the aqueous solution of the water-soluble polymer substance,
A large amount of dehydrated water-soluble substances are adsorbed on the surface of each pigment particle and surround the pigment particles. At this time, if the aqueous solution of the water-soluble polymer 71 does not have a cloud point or is treated at a temperature below the cloud point, the above phenomenon will not be observed, and a small amount of the water-soluble polymer substance in the camellia will remain. , it only adhered to one surface of the face. We focused on the behavior of such an aqueous solution of a water-soluble polymer substance in the vicinity of the point , and completed the present invention. Therefore, in the production method of the present invention, the water-soluble polymeric substance that exhibits an adsorption effect on pigments must have a cloud point. In general, in the suction 6 processing stage,
An aqueous solution of a water-soluble polymeric substance needs to be heated above its clouding point.
上記の顔料表面に付着した水溶性高分子物質は、本発明
の製造方法における重合過程において、水溶性高分子物
質を吸着した顔料粒子を水に再分散させ、ビニル中子体
及び重合開始剤を添加した時点において、顔料の分散安
定剤としての役割を果だずと共に、顔料粒子表面での重
合で生成するポリマーと顔料間の接着性を高める働きを
するものと考えられる。In the polymerization process of the production method of the present invention, the water-soluble polymer substance adhering to the surface of the pigment described above is obtained by redispersing the pigment particles that have adsorbed the water-soluble polymer substance in water, and removing the vinyl core and the polymerization initiator. It is thought that at the time of addition, it does not play the role of a dispersion stabilizer for the pigment and also works to enhance the adhesiveness between the pigment and the polymer produced by polymerization on the surface of the pigment particles.
本発明に用いられる水溶性高分子物質の水溶液としては
、曇点を有するものならば特に制限はないか、分散媒と
して水を用いることから、通常２５°Ｃ〜９５°Ｃの範
囲に曇点を有するものであるのが好ましい。上記水ｉｄ
性性分分子物質水溶液を形成し得る水溶性高分子物質と
しては、例えば、ポリビニルアルコール、ヒドロギシプ
ロピルセルロース、ヒドロギシプロピルメヂルセルロー
ス、ポリオキシエチレンなどがあげられる。The aqueous solution of the water-soluble polymer substance used in the present invention is not particularly limited as long as it has a cloud point, or since water is used as a dispersion medium, the cloud point is usually in the range of 25°C to 95°C. It is preferable that it has the following. above water id
Examples of the water-soluble polymeric substance that can form an aqueous solution of a sexually active molecular substance include polyvinyl alcohol, hydroxypropylcellulose, hydroxypropylmethylcellulose, and polyoxyethylene.
顔料としては、カー小ンブラック、黒鉛などの黒色顔オ
′３１、Ｃ，１，ピグメント イエロー１、同３、同７
４、回９７、同９８等のアセ１〜酢酸アリールアミド系
モノアゾ黄色顔料、Ｃ，１，ピグメン１− イエロー１
２、同１３、同１４等のアセト酢酸アリールアミド系ジ
スアゾ黄色顔料、Ｃ，Ｉ。Pigments include pigment yellow 1, pigment yellow 3, pigment yellow 3, pigment yellow 31, black pigment such as graphite, pigment yellow
4. Ace1-acetate arylamide monoazo yellow pigments such as No. 97 and No. 98, C,1, Pigmene 1-Yellow 1
2, 13, 14, etc., acetoacetic arylamide disazo yellow pigments, C, I.
ピグメント レッド４８、同４９：Ｌ同５３：１、同５
７：Ｌ同８１、同１２２、同５等の赤色もしくは紅色顔
料、Ｃ，ｒ、ピグメント ブルー１５：３等の銅フタロ
シアニン及びそのＭＱ体、変性体などの青色顔お１、そ
の他の着色の用途で用いられる周知の染顔料が使用可能
である。Pigment Red 48, 49:L 53:1, 5
7: Red or pink pigments such as L 81, 122, 5, etc., copper phthalocyanine such as C, R, Pigment Blue 15:3, and its MQ form, modified form, etc. Blue pigments 1, and other coloring uses Well-known dyes and pigments used in can be used.
本発明に用いられるビニル単量体としては、スチレン、
メヂルスチレン、ハロゲン化スチレン等のビニル芳香族
化合物、メヂルメタクリレート、エチルアクリレート、
メタクリル酸等のアクリル系ビニル単量体等があげられ
るが、これらに制限されるものではない。又、ジビニル
ベンゼン、エヂレングリコールジメタクリレート等の多
官能１」ビニルｑｉ Ｂ体を必要に応じて用いることか
できる。Vinyl monomers used in the present invention include styrene,
Vinyl aromatic compounds such as medyl styrene and halogenated styrene, medyl methacrylate, ethyl acrylate,
Examples include, but are not limited to, acrylic vinyl monomers such as methacrylic acid. Further, polyfunctional 1'' vinyl qi B forms such as divinylbenzene and ethylene glycol dimethacrylate can be used as required.
また重合開始剤とじ−（は、過硫酸カリウム、過硫酸ア
ンモニウム等がめげられるが、これらに制限されるもの
ではない。又、■−１酸銅等の開裂促進剤を併用してし
良い。The polymerization initiator may include, but is not limited to, potassium persulfate, ammonium persulfate, etc. Also, a cleavage accelerator such as copper 1-1 acid may be used in combination.
発明の効果
本発明の、顔Ｊ：；ｌをポリマーの粒子内部に○有する
乳化重合ラテックスの製造方法にＪ′３いては、非常に
微細な均一粒径の粒子がラテックス状で１ｑられ、１！
７られた粒子ｔ、、１． Ｍｌ目′３１か小合体により
完全にカブはル化されていることか分った。またポリマ
ー内部に含０されている顔料の摩歴帯電時に１Ｊ３Ｇプ
る電気的特性、帯電性を完全にブロックしていることＬ
判明した。したがって、ＩＡＩ 境依存性が極めて少な
いという特性を示ず。Effects of the Invention In the method for producing an emulsion polymerization latex having the face J:;l inside the polymer particles according to the present invention, 1q of very fine particles with a uniform particle size are prepared in latex form, and 1 !
7. Particles t, 1. It was found that the Ml order '31 was completely converted into a cuboid by a small amalgamation. In addition, it completely blocks the electrical properties and chargeability of the pigment contained inside the polymer, which is generated by 1J3G during abrasion charging.
found. Therefore, it does not exhibit the characteristic of extremely little IAI environment dependence.
したがって、本発明の製造方法によって得られた乳化重
合ラテックスを電子写真現像剤等に用いた場合には、結
着樹脂中での顔料分散性を数色し、且つ、帯電性の悪影
響を防止すると言う効果を生じる。また塗料ラテックス
として使用した場合には、界面活性剤を使用することな
く、機械的安定性、耐候性等に優れた塗膜を形成する。Therefore, when the emulsion polymerization latex obtained by the production method of the present invention is used in an electrophotographic developer etc., it is necessary to increase the pigment dispersibility in the binder resin in several colors and to prevent the adverse effects of charging property. produce the effect of saying. Furthermore, when used as a paint latex, it forms a coating film with excellent mechanical stability, weather resistance, etc. without using a surfactant.
更に、感熱記録材料、液体現象剤、インフジエラ１〜用
インクへの適用、あるいは診断試桑用担体等医療分野へ
の適用ら可（ｊＬであり、＋、６用範囲＋Ｊ、多岐にわ
たる。Furthermore, it can be applied to heat-sensitive recording materials, liquid agents, inks for Infusiera 1 to 1, or to medical fields such as carriers for diagnostic samples (jL, +, 6 +J, etc.).
実施例
以下本発明の実施１ｒＪ１を示すか、本発明ｆＪこ（′
シらによって何ら限定されるしので（はない。Examples Below, the present invention will be shown in 1rJ1 or the present invention fJ ('
There are no limitations as such.
１０００ｔｔｆビーカーに社ζリヒニルアル］−ル（ク
ラレボバールＰＶＡ−４２０１−１）の１？も水溶）疫
５００巖中に、銅フタロシアニン（ＳＵＭ Ｉ ＫＡ
ＰＲＩＮＴ ＧＮ−０）４０ｑをホモジナイザー（
５００Ｏｒｐｍ）て攪拌しながら添加した。In a 1000 ttf beaker, add 1? Copper phthalocyanine (SUM I KA)
PRINT GN-0) 40q with a homogenizer (
500 rpm) while stirring.
添加終了後、１０分間攪拌を継続した。その後、１０１
００Ｏセハラブルフラスコに移し、温度を５５°Ｃまて
品温して１５分間攪拌を継続した。、窄温まで降温後、
遠心分離器により２回分離操作を行った。After the addition was complete, stirring was continued for 10 minutes. After that, 101
The mixture was transferred to a 000 temperature adjustable flask, the temperature was raised to 55°C, and stirring was continued for 15 minutes. , after cooling down to a narrow temperature,
Separation operation was performed twice using a centrifuge.
これを再び蒸溜水４５０ｄ中のボ［ジナイリ゛−によっ
て分散した。得られた分散物を、Ｎ２導入口、還流管、
パドル型攪拌翼を備えた１０００ｄセパラブルフラスコ
重合器に移し、温度を６０ °Ｃに上げた。次いで過硫
酸アンモニウム０．２５ｇを５０ｍの蒸溜水に溶解した
ものを添加した。引ぎ続いてエチルアクリレート４０ｇ
を添加し、２．５時間重合した。ざらに引き続いて、ス
チレンモノマー３２ｇ及びメヂルメタクリレート８ｇを
約３０分かけて添加し、ざらに１９時間重合を継続した
。重合終了後、粒子は完全に沈降した。This was again dispersed by distillation in 450 d of distilled water. The obtained dispersion was transferred to an N2 inlet, a reflux tube,
The mixture was transferred to a 1000 d separable flask polymerization vessel equipped with a paddle-type stirring blade, and the temperature was raised to 60°C. Then, a solution of 0.25 g of ammonium persulfate dissolved in 50 m of distilled water was added. Then 40g of ethyl acrylate
was added and polymerized for 2.5 hours. Subsequently, 32 g of styrene monomer and 8 g of methyl methacrylate were added over about 30 minutes, and polymerization was continued for 19 hours. After the polymerization was completed, the particles were completely settled.
これを遠心分離して乾燥し、走査型電子顕微鏡で観測し
たところ０．０５〜０．１５μの球状の粒子からなって
いることが分かった。又、ＥＳＣＡによるスペクトルか
ら、銅フタロシアニンがポリマーによってカプセル化さ
れていることが明らかとなった。This was centrifuged and dried, and when observed with a scanning electron microscope, it was found that it consisted of spherical particles of 0.05 to 0.15 microns. Furthermore, the spectrum obtained by ESCA revealed that the copper phthalocyanine was encapsulated by the polymer.
得られた単分散重合体微粒子をスヂレン／Ｎ−スヂルメ
タクリレート共重合体とともに溶融混練トナー化し、帯
電特性を調べたところ、銅フタロシアニンによる帯電性
への影響か完全にブロックされていることが分った。更
に、定石特性を調べたところ、充分に発色していること
か分った。The obtained monodisperse polymer fine particles were melt-kneaded with a sudilene/N-sudyl methacrylate copolymer to form a toner, and the charging characteristics were investigated. It was found that the influence of copper phthalocyanine on the charging characteristics was completely blocked. It was. Furthermore, when we examined the characteristics of the stone, we found that it was sufficiently colored.
比較例
ボリン−によってカプセル化されていない銅フタ１丁１
シアニンを用いて帯電１３１生を調べたところ、銅フタ
ロシアニンの影響で帯電特性が環境変化に対して不安定
であった。Comparative Example: 1 copper lid not encapsulated by Borin
When the charging properties of 131 were investigated using cyanine, the charging characteristics were unstable against environmental changes due to the influence of copper phthalocyanine.
特許出願人 富士しロツクス株式会社
代理人 弁理士 洞部 剛
手続補正３（方式）
昭和６′１年タ月７３臼
持許庁艮官 宇 買 通 部 γＱ
１、小作の表示
１１ｆｌｆＡ１６１年持 許 願第２３０４４号２
、発明の名称
乳化重合ラテックスの製造方法
住 所 東京都港区赤坂三丁目３番５号名 称 （
５４９）富士ぜロツクス株式会社代表者 小林陽太部
１、明細ｎ第２頁第１ ？Ｔの「３．産業上の利用分野
」を「３、発明の詳細な説明」と補正するっ２、同第１
行と第２行の間に「産業上の利用分野−を仲人する。Patent Applicant Fujishirotsu Co., Ltd. Agent Patent Attorney Tsuyoshi Horabe Procedural Amendment 3 (Method) 1985, 1985, October 73, 1985, Ownership Licensing Office Official Ubuya Tsutomu Department γQ 1, Indication of Tenancy 11flfA 161 Years Licensing Request No. 23044 2
, Name of the invention Process for producing emulsion polymerized latex Address 3-3-5 Akasaka, Minato-ku, Tokyo Name (
549) Fuji Zerox Co., Ltd. Representative Yota Kobayashi 1, Details n Page 2 No. 1 ? Amend "3. Field of industrial application" in T to "3. Detailed description of the invention" 2, same No. 1
Between the line and the second line, there is a line that says ``Field of industrial use.''
Claims (1)
ビニル単量体を加えた後、重合を行うことよりなる顔料
をポリマー粒子内部に含有する乳化重合ラテックスの製
造方法において、該有機顔料として、曇点を有する水溶
性高分子物質の水溶液中に分散して曇点以上に加熱処理
することによつて得られた、表面に水溶性高分子物質が
吸着されものを使用することを特徴とする乳化重合ラテ
ックスの製造方法。A method for producing an emulsion polymerization latex containing a pigment inside polymer particles, which comprises dispersing an organic pigment in water, adding a polymerization initiator and a vinyl monomer to the dispersion, and then polymerizing the organic pigment. It is characterized by the use of a material on which a water-soluble polymer substance is adsorbed on the surface, which is obtained by dispersing a water-soluble polymer substance having a cloud point in an aqueous solution and heating it above the cloud point. A method for producing emulsion polymerization latex.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2304486A JPH0778085B2 (en) | 1986-02-06 | 1986-02-06 | Method for producing emulsion-polymerized latex |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2304486A JPH0778085B2 (en) | 1986-02-06 | 1986-02-06 | Method for producing emulsion-polymerized latex |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62181302A true JPS62181302A (en) | 1987-08-08 |
| JPH0778085B2 JPH0778085B2 (en) | 1995-08-23 |
Family
ID=12099453
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2304486A Expired - Lifetime JPH0778085B2 (en) | 1986-02-06 | 1986-02-06 | Method for producing emulsion-polymerized latex |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0778085B2 (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01237502A (en) * | 1988-03-17 | 1989-09-22 | Canon Inc | Color filter |
| US6214467B1 (en) | 1998-07-24 | 2001-04-10 | Rohm And Haas Company | Polymer-pigment composites |
| JP2007246913A (en) * | 1999-02-04 | 2007-09-27 | Mizutani Paint Co Ltd | Aqueous dispersion and its production method, and paint composition |
| US7741384B2 (en) | 2006-05-11 | 2010-06-22 | Hewlett-Packard Development Company, L.P. | Encapsulation of pigment particles by polymerization |
| WO2012032206A1 (en) * | 2010-09-07 | 2012-03-15 | Microlitix - Control Microbiológico Integral Slne | Additive for inorganic agglomerates and/or organic polymer materials and corresponding method and uses |
-
1986
- 1986-02-06 JP JP2304486A patent/JPH0778085B2/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01237502A (en) * | 1988-03-17 | 1989-09-22 | Canon Inc | Color filter |
| US6214467B1 (en) | 1998-07-24 | 2001-04-10 | Rohm And Haas Company | Polymer-pigment composites |
| JP2007246913A (en) * | 1999-02-04 | 2007-09-27 | Mizutani Paint Co Ltd | Aqueous dispersion and its production method, and paint composition |
| US7741384B2 (en) | 2006-05-11 | 2010-06-22 | Hewlett-Packard Development Company, L.P. | Encapsulation of pigment particles by polymerization |
| WO2012032206A1 (en) * | 2010-09-07 | 2012-03-15 | Microlitix - Control Microbiológico Integral Slne | Additive for inorganic agglomerates and/or organic polymer materials and corresponding method and uses |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0778085B2 (en) | 1995-08-23 |
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