JPS63286470A - Production of carbon black having treated surface - Google Patents
Production of carbon black having treated surfaceInfo
- Publication number
- JPS63286470A JPS63286470A JP12133787A JP12133787A JPS63286470A JP S63286470 A JPS63286470 A JP S63286470A JP 12133787 A JP12133787 A JP 12133787A JP 12133787 A JP12133787 A JP 12133787A JP S63286470 A JPS63286470 A JP S63286470A
- Authority
- JP
- Japan
- Prior art keywords
- poly
- oxazoline
- carbon black
- ethyloxazoline
- treated
- 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
- 239000006229 carbon black Substances 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- -1 poly(oxazoline) Polymers 0.000 claims abstract description 71
- 229920000765 poly(2-oxazolines) Polymers 0.000 claims abstract description 20
- 238000002156 mixing Methods 0.000 claims abstract description 9
- 238000003756 stirring Methods 0.000 claims abstract description 8
- NYEZZYQZRQDLEH-UHFFFAOYSA-N 2-ethyl-4,5-dihydro-1,3-oxazole Chemical compound CCC1=NCCO1 NYEZZYQZRQDLEH-UHFFFAOYSA-N 0.000 claims abstract description 5
- ZXTHWIZHGLNEPG-UHFFFAOYSA-N 2-phenyl-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=CC=C1 ZXTHWIZHGLNEPG-UHFFFAOYSA-N 0.000 claims abstract description 5
- ZKTPGXSTOJXHIG-UHFFFAOYSA-N 2-cyclohexyl-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1CCCCC1 ZKTPGXSTOJXHIG-UHFFFAOYSA-N 0.000 claims abstract description 4
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims description 7
- 239000000178 monomer Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 12
- 239000004033 plastic Substances 0.000 abstract description 4
- 229920003023 plastic Polymers 0.000 abstract description 4
- 239000011248 coating agent Substances 0.000 abstract description 3
- 238000000576 coating method Methods 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 3
- 239000003960 organic solvent Substances 0.000 abstract description 3
- 241000872198 Serjania polyphylla Species 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 229920000642 polymer Polymers 0.000 description 22
- 238000000034 method Methods 0.000 description 19
- 229920001577 copolymer Polymers 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 239000003607 modifier Substances 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000976 ink Substances 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- FATUMEHEIQGWCH-UHFFFAOYSA-N 2,4,4-triphenyl-5H-1,3-oxazole Chemical compound C1(=CC=CC=C1)C1(N=C(OC1)C1=CC=CC=C1)C1=CC=CC=C1 FATUMEHEIQGWCH-UHFFFAOYSA-N 0.000 description 1
- OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 description 1
- IFKVFQAIXQKCLI-UHFFFAOYSA-N 2-ethyl-4,5-dihydro-1,3-oxazole 2-methyl-4,5-dihydro-1,3-oxazole Chemical compound C(C)C=1OCCN1.CC=1OCCN1 IFKVFQAIXQKCLI-UHFFFAOYSA-N 0.000 description 1
- NNSHXTZCNVHMTI-UHFFFAOYSA-N 2-ethyl-4,5-dihydro-1,3-oxazole;2-phenyl-4,5-dihydro-1,3-oxazole Chemical compound CCC1=NCCO1.O1CCN=C1C1=CC=CC=C1 NNSHXTZCNVHMTI-UHFFFAOYSA-N 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- VQMVNAPNKSPKDJ-UHFFFAOYSA-N C1C(C)O1.C(C)C=1OCCN1 Chemical compound C1C(C)O1.C(C)C=1OCCN1 VQMVNAPNKSPKDJ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229920006187 aquazol Polymers 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011362 coarse particle Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
Landscapes
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は表面処理されたカーボンブラックの製造方法に
関する。詳しくは１％定のポリマー成分で表面を処理さ
れてなシ、インキ、トナー、塗料。DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a method for producing surface-treated carbon black. In detail, the surface is not treated with a 1% polymer component, ink, toner, and paint.
繊維、プラスチ、り成形材料等の着色剤、導電性付与剤
及び各種高分子物質の改質剤等に有用な表面処理され九
カーボンブラックを簡便に得るための製造方法に関する
。The present invention relates to a manufacturing method for easily obtaining surface-treated carbon black useful as a coloring agent for fibers, plasti, molding materials, etc., a conductivity imparting agent, and a modifier for various polymeric substances.
（従来の技術）
カーボンブラック（以下ＯＢと記す。）は着色性、導電
性、耐候性、耐薬品性等に優れる為、例中
えば繊維プラスチ、りやエラストマーの補強剤。(Prior Art) Carbon black (hereinafter referred to as OB) has excellent coloring properties, electrical conductivity, weather resistance, chemical resistance, etc., and is therefore used as a reinforcing agent for, for example, fiber plastics, plastics, and elastomers.
充填剤１着色剤等種々の目的で巾広く更用されている。Filler 1 It is widely used for various purposes such as coloring agent.
しかし、ＯＢは、その形状が粉状又は粒状の為、単独で
使用されることが少なく、通常、ゴムや樹脂等の固状の
基材又は水や溶剤等の液体に均一に分散されてその特性
を発揮する。However, since OB is powdery or granular, it is rarely used alone; it is usually dispersed uniformly in a solid base material such as rubber or resin, or in a liquid such as water or a solvent. Demonstrate characteristics.
しかし、ＯＢは粒子間の凝集力に比べて他の物質、例え
ば有機高分子、水及び有機溶剤等との親和力が弱い為１
通常の混合又は分散条件では、均一に混合又は分散する
ことが極めて困難であった。However, OB has a weak affinity with other substances such as organic polymers, water, and organic solvents compared to the cohesive force between particles.
It is extremely difficult to mix or disperse uniformly under normal mixing or dispersion conditions.
この問題を解決する為に、ＯＢ衣表面各種の界面活性剤
や樹脂で被覆して、固状又は液状の基材との親和性を高
めることにより、ＯＢを均一に混合又は分散する方法が
数多く検討されている。特公昭４２−２２０４７号には
、ＯＢの存在下に重合性上ツマ−を重合してＯＢの表面
に、ポリマー成分をグラフトする方法が開示されている
。しかし、これらの方法で得られた表面が被覆されてな
るＯＢは、池の物質との親和性が期待した程には改良さ
れず、混合又は分散条件によって分散状態が異なり、か
ならずしも満足する結果は得られないのが実状である。To solve this problem, there are many methods to uniformly mix or disperse OB by coating the surface of OB coating with various surfactants and resins to increase its affinity with solid or liquid substrates. It is being considered. Japanese Patent Publication No. 42-22047 discloses a method of grafting a polymer component onto the surface of OB by polymerizing a polymerizable polymer in the presence of OB. However, the compatibility of OB with a coated surface obtained by these methods is not improved as much as expected, and the dispersion state varies depending on the mixing or dispersion conditions, so the results are not always satisfactory. The reality is that this is not possible.
（発明が解決しよりとする問題点）
本発明者等は、この様な現状に鑑み各種の物質への分散
性に優れたＯＢを容易にしてかつ安定に製造する方法に
ついて鋭意検討を行っ九結果、上記目的を完全に満足し
うるＯＢが、通常のＯＢと特定のポリマー成分とを特定
条件下に撹拌混合するだけという極めて簡便な方法によ
り得られる事を見い出し本発明を完成するに至った。(Problems to be Solved by the Invention) In view of the current situation, the present inventors have conducted extensive studies on a method for easily and stably producing OB with excellent dispersibility in various substances. As a result, we have discovered that an OB that completely satisfies the above objectives can be obtained by an extremely simple method of stirring and mixing ordinary OB and a specific polymer component under specific conditions, and have completed the present invention. .
（問題点を解決する念めの手段および作用）即ち本発明
は、カーボンブラックとポリ（オキサゾリン）（ａ）及
び／又はポリ（オキサゾリン）変性物（ｂ）の１種又は
２種以上とを０℃〜４００℃の温度条件下に撹拌混合す
ることを特徴とする表面処理されたカーボンブラックの
調造方法に係るものである。(Measures and Actions to Solve the Problems) That is, the present invention provides carbon black and one or more of poly(oxazoline) (a) and/or modified poly(oxazoline) (b). The present invention relates to a method for preparing surface-treated carbon black, which is characterized by stirring and mixing at a temperature of .degree. C. to 400.degree.
本発明におけるＯＢとしては、コンタクト法。The OB in the present invention is a contact method.
ファーネス法、サーマル法等の通常公知の方法によって
製造されたＯＢが使用出来るが、その表面に官能基とし
てカルボキシル基、水酸基、カルボニル基等の官能基を
含有するＯＢを使用するとポリ（オキサゾリン）ω及び
／又はポリ（オキサゾリン）の変性物（ｂ）（以下１両
者をまとめてポリマー（４）と総称する。）との親和性
がすぐれているため、処理効果が大きく、よって各種物
質への分散性にすぐれ、且つ、樹脂の改質剤として用い
た場合にも優れた効果を発揮するＯＢが得られるので好
ましい。OB produced by a commonly known method such as a furnace method or a thermal method can be used, but if an OB containing a functional group such as a carboxyl group, a hydroxyl group, or a carbonyl group on its surface is used, poly(oxazoline) ω and/or has excellent affinity with the modified poly(oxazoline) (b) (hereinafter, both 1 and 2 are collectively referred to as polymer (4)), and therefore has a large processing effect, making it easy to disperse into various substances. This is preferable because it provides an OB that has excellent properties and also exhibits excellent effects when used as a modifier for resins.
本発明において、ＯＢの表面処理に用いるポリマー（４
）は２−オキサゾリンモノマーを必要によりアルキレン
イミンやアル中しンオキサイドを共重合成分に用いて開
環重合するか又は開環重合した後変性して得られるポリ
マーであり、その主鎖は一般式
（式中、几１ｔＲ２”！ＩＩ几４１Ｐ＆５はそれぞれ無
関係にハロゲン、アルキル、アラルキル、フェニルまた
は置換フェニル基である。）に相当する２−オキサゾリ
ンモノマーの開環し九単位を含むものである。In the present invention, the polymer (4
) is a polymer obtained by ring-opening polymerization of 2-oxazoline monomer using alkylene imine or alkyl chloride oxide as a copolymerization component if necessary, or by modifying the ring-opening polymerization, and its main chain has the general formula ( (wherein 1tR2''!II 41P&5 are each independently a halogen, alkyl, aralkyl, phenyl or substituted phenyl group) containing nine ring-opened units of a 2-oxazoline monomer.
その分子量は５０００〜１００万の範囲のものが好まし
く用いられるが、特に高分子量とするのが好適である。The molecular weight thereof is preferably in the range of 5,000 to 1,000,000, and a high molecular weight is particularly preferred.
ポリマー（４）のうちのポリ（オキサゾリン）（ａ）の
具体例としては１例えばポリ（２−メチルオキサゾリン
）、ポリ（２−エチルオキサゾリン）、ポリ（′２−イ
ソプロピルオキサゾリン）、ポリ（２−フェニルオキサ
ゾリン）、ポリ（２−シクロヘキシルオキサゾリン）、
（２−メチルオキサゾリン−２−エチルオキサゾリン）
共重合体、（２−エチルオキサゾリン−２−フェニルオ
キサゾリン）共重合体、（２−エチルオキサゾリン−２
−シクロヘキシルオキサゾリン）共重合体、（２−エチ
ルオキサゾリン−エチレンイミン）共重合体。Specific examples of poly(oxazoline) (a) in polymer (4) include poly(2-methyloxazoline), poly(2-ethyloxazoline), poly('2-isopropyloxazoline), poly(2- phenyloxazoline), poly(2-cyclohexyloxazoline),
(2-methyloxazoline-2-ethyloxazoline)
Copolymer, (2-ethyloxazoline-2-phenyloxazoline) copolymer, (2-ethyloxazoline-2
-cyclohexyloxazoline) copolymer, (2-ethyloxazoline-ethyleneimine) copolymer.
（２−エチルオキサゾリン−プロピレンオキシド）共重
合体等が挙げられる。又、ポリマー（４）のうちのポリ
（オキサゾリン）変性物（ｂ）の具体例としては１例え
ばポリ（２−メチルオキサゾリン）、ボリ（２−エチル
オキサゾリン）、ポリ（２−フェニルオキサゾリン）等
の部分加水分解物、ポリ（２−エチルオキサゾリン）、
ポリ（２−フェニルオキサゾリン）等の部分加水分解物
や（２−エチルオキサゾリン−アルキレンイミン）共重
合体中 。(2-ethyloxazoline-propylene oxide) copolymer and the like. Further, specific examples of the modified poly(oxazoline) (b) of the polymer (4) include poly(2-methyloxazoline), poly(2-ethyloxazoline), poly(2-phenyloxazoline), etc. Partial hydrolyzate, poly(2-ethyloxazoline),
In partial hydrolysates such as poly(2-phenyloxazoline) and (2-ethyloxazoline-alkyleneimine) copolymers.
等とエチレンオキサイドプロヒレンオキサイドの様なア
ルキレ／オキサイドとのグラフト反応物等があげられる
。中でも２−エチルオキサシリ；ト嘘−フェニルオキサ
ゾリン及び２−シクロヘキシルオキサゾリンから選ばれ
るｌ稽又は２種以上を主成分に用いて得られるポリ（オ
キサゾリン）（ａ）や該ポリ（オキサゾリン）（ａ）の
変性物が工業的にも入手しやすく、加熱処理の効果も大
きいので望ましい。前記の如く１本発明におけるポリマ
ー（４）を得るに際し１本発明の目的を逸脱しない範囲
で。Examples include graft reaction products of ethylene oxide and alkylene/oxide such as propylene oxide. Among them, poly(oxazoline) (a) obtained by using one or more selected from 2-ethyloxasily; triphenyloxazoline and 2-cyclohexyloxazoline as a main component, and the poly(oxazoline) (a) Modified products are desirable because they are easily available industrially and the effects of heat treatment are large. As mentioned above, in obtaining the polymer (4) according to the present invention, the following methods may be used within the scope of the present invention.
エチレンイミン、プロピレンイミン等に代表されるアル
キレンイミンやエチレンオキサイド、プロピレンオキサ
イド等に代表されるアルキレンオキサイドを２−オキサ
ゾリンの共重合成分に用いて４良いが、これらアルキレ
ンイミンやアルキレンオキサイドは全モノマー中５０モ
ル％以下の量で用いるのが好ましい。Alkylene imines, such as ethylene imine and propylene imine, and alkylene oxides, such as ethylene oxide and propylene oxide, can be used as copolymerization components of 2-oxazoline, but these alkylene imines and alkylene oxides are the most common among all monomers. Preferably, it is used in an amount of 50 mol% or less.
本発明の製造方法において、表面処理され九〇ＢはＣＢ
と前記ポリマー（４）の１種又は２種以上とを０℃〜４
００℃、好ましくは２０〜３５０℃の温度条件下に混合
攪拌して得られる。４００℃以上の温度ではポリマー仏
）が変質するので好ましくない。In the manufacturing method of the present invention, the surface-treated 90B is CB
and one or more of the polymers (4) at 0°C to 4°C.
It is obtained by mixing and stirring at a temperature of 00°C, preferably 20 to 350°C. A temperature of 400° C. or higher is not preferable because the quality of the polymer deteriorates.
ポリオキサゾリン成分によって表面が処理されたＣＢを
得るには必ずしも本発明の製造方法のみＫよることはな
く、例えばＣＢの存在下に２−オ中すゾリンモノーーｔ
−重合する方法等の他の手段によっても達成できるが、
他の方法によるものは引
各種材料への分散性や各種高分子物質の改質味としての
効果が十分に満足できるものではない。即ち、ＣＢの存
在下で２−オキサゾリンモノマーを重合する方法では、
二次凝集状態のＣＢｔ−解砕する事が困難で得られる製
品中には粗大粒子状態のＣＢがそのまま混在する。一方
、本発明の贋造方法により得られる表面処理されたＣＢ
は、製造時にＣＢがよシー次粒子に近い状態罠解砕され
るので、得られる製品は粒子径が小さく、かつ均一であ
る。又、各種材料への分散性はＯＢの処理に用いるポリ
オキサゾリン成分の分子量が重要な意味を持っており１
通常に高い分子量にコントロール、することが好ましい
が１本発明以外の方法ではポリオキサゾリン成分を所望
の分子量にコントロールするのが極めて困難である。In order to obtain CB whose surface has been treated with a polyoxazoline component, it is not necessary to rely only on the production method of the present invention.
-Although it can also be achieved by other means such as polymerization methods,
Other methods are not fully satisfactory in terms of dispersibility in various materials and effects in modifying the taste of various polymeric substances. That is, in the method of polymerizing 2-oxazoline monomer in the presence of CB,
CBt in a secondary agglomerated state - CB in a coarse particle state is mixed in as it is in the product obtained because it is difficult to crush. On the other hand, surface-treated CB obtained by the forgery method of the present invention
During production, CB is crushed in a state close to that of higher-order particles, so the resulting product has small and uniform particle sizes. In addition, the molecular weight of the polyoxazoline component used for OB treatment has an important effect on dispersibility in various materials1.
Although it is generally preferable to control the molecular weight to a high level, it is extremely difficult to control the molecular weight of the polyoxazoline component to a desired level using methods other than the present invention.
本発明の製造方法の具体的実施態様としては。Specific embodiments of the manufacturing method of the present invention include:
例えば
（１）１種以上のＯＢと１種以上のポリマー■とを、Ｏ
℃〜４００℃、好ましくは２０℃〜３５０℃の温度条件
下に撹拌混合して表面処理する方法。For example, (1) one or more types of OB and one or more types of polymer ■, O
A method of surface treatment by stirring and mixing at a temperature of 20°C to 350°C, preferably 20°C to 350°C.
（２）適当な溶媒中で１種以上のＯＢと１種以上のポリ
マー（４）とを、０℃〜４００℃、好ましくは２０℃〜
３５０℃の温度条件下に撹拌混合して表面処理する方法
等を挙げることができる。(2) One or more types of OB and one or more types of polymer (4) are mixed in a suitable solvent from 0°C to 400°C, preferably from 20°C to
Examples include a method of surface treatment by stirring and mixing at a temperature of 350°C.
ポリマー（４）でＯＢを処理するに際し、該ポリマー囚
と該ＯＢの使用比率は特に制限されないが。When treating OB with polymer (4), the ratio of the polymer to the OB is not particularly limited.
ＯＢの表面に均一に処理できしかもＯＢと該ポリマー囚
とを強固に結合させることにより、各種物質への分散性
や樹脂の改質剤としての効果がより高められた表面処理
されたＯＢを得るために。By uniformly treating the surface of OB and strongly bonding OB with the polymer, a surface-treated OB with improved dispersibility in various substances and effectiveness as a modifier for resins can be obtained. for.
ＯＢ／該ポリマー（４）の比率を１００／１〜１０００
とするのが好ましく、より好ましくは１００１５〜５０
０の範囲とするのが好適である。The ratio of OB/the polymer (4) is 100/1 to 1000
It is preferable to set it as 10015-50 more preferably
A range of 0 is preferable.
また、ＯＢとポリマー■との反応時または反応後に、必
要により抗酸化剤、熱安定剤、界面活性剤、潤滑剤、ポ
リマー囚以外の高分子物質を添加剤として適宜配合して
もよい。Further, during or after the reaction of OB and polymer (1), an antioxidant, a thermal stabilizer, a surfactant, a lubricant, or a polymeric substance other than the polymer may be appropriately added as an additive, if necessary.
（発明の効果）
本発明の贋造方法により得られる表面処理されたＣＢは
、従来の方法により表面が被覆され几ＯＢに比し１表面
の処理状態が均一で、かつ処理に用いたポリマー囚とＯ
Ｂとが強固に結合してなるものである。しかも処理に用
いたポリマー（４）は各種物質との親和性が高いために
、得られ九本発明の表面処理され７ｔＯＢは有機溶剤、
水、プラスチ、り、繊維中への分散性に極めて優れ、か
つ樹脂の改質剤としての効果にも著しく優れている。(Effects of the Invention) The surface-treated CB obtained by the forgery method of the present invention has a more uniform surface treatment state than OB whose surface has been coated by the conventional method, and the polymer particles used in the treatment are more uniform. O
It is formed by strongly bonding with B. Moreover, since the polymer (4) used for the treatment has a high affinity with various substances, the surface treated 7tOB of the present invention is obtained using an organic solvent,
It has excellent dispersibility in water, plasti, resin, and fibers, and is also extremely effective as a modifier for resins.
従って本発明によシ得られる表面処理されたＯＢは１例
えばインキ、トナー、塗料、Ｉ／１．維、プラスチ、り
成形材料等の着色材、導電性付与剤及び各種高分子物質
の改質剤として好適に使用することができる一
本発明は、上記特徴を有する表面処理され次ＯＢを容易
にしてかつ安定に製造する方法を提供するものである。Therefore, the surface-treated OB obtained according to the present invention can be used for example inks, toners, paints, I/1. The present invention can be suitably used as a coloring agent for textiles, plastics, molding materials, etc., as a conductivity imparting agent, and as a modifier for various polymeric substances. The purpose of the present invention is to provide a method for producing the same in a stable manner.
（実施例）
以下、実施例によって本発明の詳細な説明するが１本発
明はこれら実施例によって制限されるものではない。(Examples) Hereinafter, the present invention will be explained in detail with reference to Examples, but the present invention is not limited to these Examples.
実施例１
導電性カーボンブラ、クケ、キエンブラ、りＥＣ＠（以
下、ＯＢと略す）１００ｇと分子１１１０万のポリ（２
−エチルオキサゾリン）２００ｇをプラストミルで１反
応源度１５０℃で２０分間撹拌混合し次。反応後、冷却
、粉砕して本発明の表面処理されたＯＢを得た。Example 1 Conductive carbon bra, Kuke, Kiembura, 100 g of EC@ (hereinafter abbreviated as OB) and poly(2
- Ethyloxazoline) was stirred and mixed in a plastomill at 150° C. for 20 minutes. After the reaction, it was cooled and pulverized to obtain the surface-treated OB of the present invention.
この表面処理されたＯＢの水およびトルエンに対する分
散性および安定性は第１表に示し念。The dispersibility and stability of this surface-treated OB in water and toluene are shown in Table 1.
実施例２
実施例１ｉＣおいて、分子８１０万のポリ（２−エチル
オキサゾリン）の代わりに分子ｉ１２，０００のポリ（
２−フェニルオキサゾリン）を用いる以外は実施例１と
同様の操作を行い、本発明の表面されたＯＢを得次。Example 2 In Example 1iC, poly(2-ethyloxazoline) with i12,000 molecules was substituted for poly(2-ethyloxazoline) with i12,000 molecules.
The same operation as in Example 1 was carried out except that 2-phenyloxazoline) was used to obtain the surfaced OB of the present invention.
この表面処理されたＯＢの水およびトルエンに対する分
散性および安定性は第１表に示した。The dispersibility and stability of this surface-treated OB in water and toluene are shown in Table 1.
実施例３
実施例１において分子量１０万のポリ（２−エチルオキ
サゾリン）の代わりに分子量２５，０００の２−エチル
オキサゾリンと２−フェニルオキサゾリンとの１０／１
重量比の共重合体を用いる以外は実施例１と同様の操作
を行い、本発明の表面処理されたＯＢを得た。Example 3 In Example 1, instead of poly(2-ethyloxazoline) with a molecular weight of 100,000, 10/1 of 2-ethyloxazoline and 2-phenyloxazoline with a molecular weight of 25,000 was used.
A surface-treated OB of the present invention was obtained by carrying out the same operation as in Example 1 except that the weight ratio of the copolymer was used.
この表面処理されたＣＢの水およびトルエンに対する分
散性および安定性は第１表に示し念。The dispersibility and stability of this surface-treated CB in water and toluene are shown in Table 1.
実施例４
実施例１において分子量１０万のポリ（２−エチルオキ
サゾリンの代わりに分子量５万のポリ（２〜エチルオキ
サゾリン）部分加水分解物（塩酸水溶液でアミド基の１
０’Ｊを加水分解）を使用する以外は実施例１と同様の
操作を行い、本発明の表面処理され７’？−ＯＢを得た
。Example 4 In Example 1, a partial hydrolyzate of poly(2-ethyloxazoline) with a molecular weight of 50,000 was used instead of poly(2-ethyloxazoline with a molecular weight of 100,000) (one of the amide groups was dissolved in an aqueous solution of hydrochloric acid).
The same operation as in Example 1 was carried out except that 0'J was hydrolyzed), and the surface treated 7'? -Obtained.
この表面処理されたＯＢの水およびトルエンに対する分
散性および安定性は第１表に示し友。The dispersibility and stability of this surface-treated OB in water and toluene are shown in Table 1.
実施例５
実施例１において分子量】０万のポリ（２−エチルオキ
サゾリン）の代わりに、２−エチルオキサゾリン１００
ｇｆｐ−）ルエンスルホン酸メチルを解媒として重合し
、さらにスチレンオキサイド１Ｏｇを重合させて得た２
−エチルオキサゾリン−スチレンオキサイドのプロ、ク
ボリマー（分子量１３，０００）を使用する以外は実施
例１と同様の操作を行い１本発明の表面処理されたＯＢ
を得た。Example 5 In Example 1, instead of poly(2-ethyloxazoline) having a molecular weight of 00,000, 2-ethyloxazoline 100
gfp-) 2 obtained by polymerizing using methyl luenesulfonate as a solvent and further polymerizing 10 g of styrene oxide.
- Ethyloxazoline - The same operation as in Example 1 was carried out except for using styrene oxide pro-kuborimer (molecular weight 13,000).
I got it.
この表面処理されたＯＢの水およびトルエンに対する分
散性および安定性は第１表に示した。The dispersibility and stability of this surface-treated OB in water and toluene are shown in Table 1.
実施例６
実施例１において分子ｔ１０万のポリ（２−エチルオキ
サゾリン）の代わ抄に１分子１３００のポリ（２−エチ
ルオキサゾリン）を用いる以外は実施例１と同様の操作
を行い１本発明の表面処理されたＯＢを得九。Example 6 The same operation as in Example 1 was carried out except that poly(2-ethyloxazoline) having a molecular weight of 1,300 was used instead of poly(2-ethyloxazoline) having a molecular t of 100,000 in Example 1. Obtain surface-treated OB.
この表面処理されたＯＢの水およびトルエンに対する分
散性および安定性は第１表に示した。The dispersibility and stability of this surface-treated OB in water and toluene are shown in Table 1.
比較例１
無処理ＯＢの水およびトルエンに対する分散性および安
定性は第１表に示した。Comparative Example 1 The dispersibility and stability of untreated OB in water and toluene are shown in Table 1.
（注１）分散性
表面処理されたＯＢｌｏｇを水およびトルエン２００プ
に分散させた液をム３のガラスフィルターを通過させ、
ガラスフィルタ一部て残存する成分の量を調べた。(Note 1) A liquid obtained by dispersing the dispersible surface-treated OBlog in water and 200 toluene was passed through the glass filter of Mu3.
The amount of components remaining in a glass filter was examined.
○・・・′全く無し
Δ・・・少し有り
×・・・かなり有り
（注２）安定性
ガラスフィルターを通過させた分散液の安定性を調べた
。○...'Not at all Δ...Slightly present ×...Considerably present (Note 2) Stability The stability of the dispersion liquid passed through a glass filter was investigated.
Ｏ・・・半年以上ＯＢが沈降することなく安定O... OB remains stable without sedimentation for more than half a year
Claims (1)
び／又はポリ（オキサゾリン）変性物（ｂ）の１種又は
２種以上とを０℃〜４００℃の温度条件下に撹拌混合す
ることを特徴とする表面処理されたカーボンブラックの
製造方法。 ２、ポリ（オキサゾリン）（ａ）及び／又はポリ（オキ
サゾリン）変性物（ｂ）が１０００〜１００万の範囲の
分子量である特許請求の範囲第１項記載の表面処理され
たカーボンブラックの製造方法。 ３、ポリ（オキサゾリン）（ａ）が２−エチルオキサゾ
リン、２−フェニルオキサゾリン及び２−シクロヘキシ
ルオキサゾリンから選ばれる１種又は２種以上の２−オ
キサゾリンモノマーを主成分に用いて得られる特許請求
の範囲第１項記載の表面処理されたカーボンブラックの
製造方法。 ４、ポリ（オキサゾリン）変性物（ｂ）が２−エチルオ
キサゾリン、２−フェニルオキサゾリン及び２−シクロ
ヘキシルオキサゾリンから選ばれる１種又は２種以上の
２−オキサゾリンモノマーを主成分に用いて得られるポ
リ（オキサゾリン）（ａ）の変性物である特許請求の範
囲第１項記載の表面処理されたカーボンブラックの製造
方法。[Claims] 1. Stirring carbon black and one or more of poly(oxazoline) (a) and/or modified poly(oxazoline) (b) under a temperature condition of 0°C to 400°C. A method for producing surface-treated carbon black, which comprises mixing. 2. The method for producing surface-treated carbon black according to claim 1, wherein the poly(oxazoline) (a) and/or the modified poly(oxazoline) (b) has a molecular weight in the range of 1,000 to 1,000,000. . 3. Claims in which poly(oxazoline) (a) is obtained by using as a main component one or more 2-oxazoline monomers selected from 2-ethyloxazoline, 2-phenyloxazoline and 2-cyclohexyloxazoline. 2. The method for producing surface-treated carbon black according to item 1. 4. Poly(oxazoline) modified product (b) obtained by using as a main component one or more 2-oxazoline monomers selected from 2-ethyloxazoline, 2-phenyloxazoline and 2-cyclohexyloxazoline. The method for producing surface-treated carbon black according to claim 1, which is a modified product of oxazoline (a).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62121337A JPH0742421B2 (en) | 1987-05-20 | 1987-05-20 | Method for producing surface-treated carbon black |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62121337A JPH0742421B2 (en) | 1987-05-20 | 1987-05-20 | Method for producing surface-treated carbon black |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63286470A true JPS63286470A (en) | 1988-11-24 |
| JPH0742421B2 JPH0742421B2 (en) | 1995-05-10 |
Family
ID=14808757
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62121337A Expired - Fee Related JPH0742421B2 (en) | 1987-05-20 | 1987-05-20 | Method for producing surface-treated carbon black |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0742421B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20210261767A1 (en) * | 2020-02-21 | 2021-08-26 | Canon Kabushiki Kaisha | Conductive resin composition, resin molded body, and article |
-
1987
- 1987-05-20 JP JP62121337A patent/JPH0742421B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20210261767A1 (en) * | 2020-02-21 | 2021-08-26 | Canon Kabushiki Kaisha | Conductive resin composition, resin molded body, and article |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0742421B2 (en) | 1995-05-10 |
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