JP2005087850A - Water dispersion agent for particulate - Google Patents

Water dispersion agent for particulate Download PDF

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JP2005087850A
JP2005087850A JP2003323932A JP2003323932A JP2005087850A JP 2005087850 A JP2005087850 A JP 2005087850A JP 2003323932 A JP2003323932 A JP 2003323932A JP 2003323932 A JP2003323932 A JP 2003323932A JP 2005087850 A JP2005087850 A JP 2005087850A
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fine particles
nonionic surfactant
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Hisashi Toriyama
尚志 鳥山
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Takemoto Oil and Fat Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To obtain a dispersing agent capable of economically stably dispersing a particulate in a water system with no fear in the environmental sanitary aspect and a safety aspect without being adversely influenced by an ionic substance even if the ionic substance is present in the system. <P>SOLUTION: This water system dispersing agent for the particulate comprises a specific condensation heterocyclic non-ionic surfactant having a quinoline ring or an isoquinoline ring and a polyoxyalkylene group in the molecule; and a specific aliphatic non-ionic surfactant having a polyoxyalkylene group in the molecule. The agent containing both surfactants at a predetermined ratio is used. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

本発明は微粒子用水系分散剤に関する。近年、食品、医薬品、セメント、金属材料、塗料、ゴム、プラスチック、磁性材料、化粧品、電子材料、セラミックス、バイオテクノロジー、超伝導材料等の広い産業分野で、粒子径の小さい各種の新たな微粒子が開発され、使用されるようになっている。これらの微粒子には、無機微粒子、有機微粒子、これらの複合体であるハイブリット微粒子等があるが、いずれの微粒子でも、その粒子径が一層小さくなっているため、これを水系に分散させた場合、一次粒子としての微粒子が凝集して二次粒子となり易く、微粒子本来の特性が阻害され易い。本発明は、一次粒子としての微粒子を水系に安定分散させることができる微粒子用水系分散剤に関する。   The present invention relates to an aqueous dispersant for fine particles. In recent years, various new fine particles with small particle sizes have been introduced in a wide range of industrial fields such as food, pharmaceuticals, cement, metal materials, paints, rubber, plastics, magnetic materials, cosmetics, electronic materials, ceramics, biotechnology, and superconducting materials. Developed and used. These fine particles include inorganic fine particles, organic fine particles, hybrid fine particles that are a composite of these, etc., but since any of these fine particles has a smaller particle diameter, when dispersed in an aqueous system, Fine particles as primary particles tend to aggregate to form secondary particles, and the original characteristics of the fine particles are likely to be hindered. The present invention relates to an aqueous dispersant for fine particles capable of stably dispersing fine particles as primary particles in an aqueous system.

従来、前記のような微粒子用水系分散剤として、1)ドデシルベンゼンスルホン酸ナトリウム、ラウリン酸ナトリウムを用いた例(例えば特許文献1及び2参照)、2)ポリオキシエチレンアルキルアリール硫酸エステル塩、ポリオキシエチレンアルキルアリールリン酸エステル塩を用いた例(例えば特許文献3〜5参照)、3)いずれもオキシエチレン単位の繰り返し数が20以下であるポリオキシエチレンモノアルキルエーテル、ポリオキシエチレンハロゲン化フェニルエーテル、ポリオキシエチレンナフチルエーテル等の非イオン性活性剤を用いた例(例えば特許文献6〜8参照)、4)スチレン−アクリル酸共重合体、メタクリル酸系重合体、アクリル酸系重合体等の水溶性重合体に非イオン性界面活性剤を併用した例(例えば特許文献9〜12参照)、5)水溶性重合体と非イオン性界面活性剤との混合系にアルコール類、ケトン類、アミド類等の水溶性有機溶剤を併用した例(例えば特許文献13及び14参照)等が提案されている。   Conventionally, as an aqueous dispersant for fine particles as described above, 1) an example using sodium dodecylbenzenesulfonate and sodium laurate (see, for example, Patent Documents 1 and 2), 2) polyoxyethylene alkylaryl sulfate, poly Examples using oxyethylene alkylaryl phosphate ester salts (see, for example, Patent Documents 3 to 5) and 3) Polyoxyethylene monoalkyl ethers and polyoxyethylene halogenated phenyls each having 20 or less repeating oxyethylene units Examples using nonionic activators such as ether and polyoxyethylene naphthyl ether (see, for example, Patent Documents 6 to 8), 4) Styrene-acrylic acid copolymer, methacrylic acid polymer, acrylic acid polymer, etc. Example of using a nonionic surfactant in combination with a water-soluble polymer (eg patent 5) Examples in which water-soluble organic solvents such as alcohols, ketones and amides are used in combination with a mixed system of a water-soluble polymer and a nonionic surfactant (for example, Patent Documents 13 and 14). Etc.) have been proposed.

ところが、これら従来の微粒子用水系分散剤には、もともと微粒子の分散性が悪かったり、当初はよくても経時的に微粒子の分散性が悪くなるという問題があり、なかにはイオン性物質が共存するとこれにより微粒子の分散性が著しく悪くなったり、併用する水溶性有機溶剤により環境衛生面や安全面での危惧を生じるという問題がある。
特開昭55−29546号公報 特開昭55−65269号公報 特開平9−291298号公報 特開平11−12508号公報 特開平11−130999号公報 特開昭55−29546号公報 特開平2−8862号公報 特開平8−73788号公報 特開平11−61022号公報 特開平9−194773号公報 特開平8−224953号公報 特開平8−73788号公報 特開平11−130999号公報 特開平10−88050号公報
However, these conventional aqueous dispersants for fine particles have problems that the fine particle dispersibility is originally poor or that the fine particle dispersibility deteriorates with time even if it is initially good. As a result, the dispersibility of the fine particles is remarkably deteriorated, and the water-soluble organic solvent used in combination causes problems in terms of environmental hygiene and safety.
JP 55-29546 A JP 55-65269 A JP-A-9-291298 Japanese Patent Laid-Open No. 11-12508 Japanese Patent Laid-Open No. 11-130999 JP 55-29546 A JP-A-2-8862 JP-A-8-73788 Japanese Patent Laid-Open No. 11-61022 JP-A-9-194773 JP-A-8-224953 JP-A-8-73788 Japanese Patent Laid-Open No. 11-130999 Japanese Patent Laid-Open No. 10-88050

本発明が解決しようとする課題は、イオン性物質が共存してもこれにより悪影響を受けることなく、また環境衛生面や安全面での危惧を生じることなく、微粒子を経時的にも安定して水系に分散させることができる分散剤を提供する処にある。   The problem to be solved by the present invention is that even if an ionic substance coexists, it is not adversely affected by this, and there is no concern about environmental hygiene and safety. The object is to provide a dispersant that can be dispersed in an aqueous system.

しかして本発明者らは、前記の課題を解決するべく研究した結果、特定の縮合複素環系非イオン性界面活性剤と特定の脂肪族非イオン性界面活性剤とが所定割合から成るものが正しく好適であることを見出した。   Accordingly, as a result of researches to solve the above-mentioned problems, the present inventors have found that a specific condensed heterocyclic nonionic surfactant and a specific aliphatic nonionic surfactant are composed of a predetermined ratio. It was found to be correct and suitable.

すなわち本発明は、微粒子を水系に安定分散させる分散剤であって、下記の化1で示される縮合複素環系非イオン性界面活性剤と下記の化2で示される脂肪族非イオン性界面活性剤とから成り、且つ該縮合複素環系非イオン性界面活性剤を70〜99.5重量%及び該脂肪族非イオン性界面活性剤を30〜0.5重量%の割合で含有して成ることを特徴とする微粒子用水系分散剤に係る。   That is, the present invention is a dispersant for stably dispersing fine particles in an aqueous system, which is a condensed heterocyclic nonionic surfactant represented by the following chemical formula 1 and an aliphatic nonionic surfactant represented by the following chemical formula 2 And containing the condensed heterocyclic nonionic surfactant in an amount of 70 to 99.5% by weight and the aliphatic nonionic surfactant in an amount of 30 to 0.5% by weight. The present invention relates to an aqueous dispersant for fine particles.

Figure 2005087850
Figure 2005087850

Figure 2005087850
Figure 2005087850

化1及び化2において、
M:キノリン又はイソキノリンからn+1個の水素原子を除いた残基
1:炭素数1〜4のアルキル基
2:水酸基又は炭素数1〜4のアルコキシ基
3:炭素数8〜14のアルキル基
A:10〜70個のオキシエチレン単位又は合計10〜70個のオキシエチレン単位とオキシプロピレン単位とで構成されたポリオキシアルキレン基
B:3〜16個のオキシエチレン単位又は合計3〜16個のオキシエチレン単位とオキシプロピレン単位とで構成されたポリオキシアルキレン基
n:0〜3の整数
In Chemical Formula 1 and Chemical Formula 2,
M: residue obtained by removing n + 1 hydrogen atoms from quinoline or isoquinoline R 1 : alkyl group having 1 to 4 carbon atoms R 2 : hydroxyl group or alkoxy group having 1 to 4 carbon atoms R 3 : alkyl group having 8 to 14 carbon atoms Group A: 10 to 70 oxyethylene units or a polyoxyalkylene group composed of 10 to 70 oxyethylene units and oxypropylene units B: 3 to 16 oxyethylene units or 3 to 16 in total A polyoxyalkylene group composed of an oxyethylene unit and an oxypropylene unit n: an integer of 0 to 3

化1で示される縮合複素環系非イオン性界面活性剤には、化1中のMがキノリン環である場合のものとイソキノリン環である場合のものとがある。Mがキノリン環である場合のものには、1)キノリン環に置換基R1を有しないポリオキシアルキレン非置換キノリルエーテル、2)キノリン環に置換基R1を1個有するポリオキシアルキレン置換キノリンジイルエーテル、3)キノリン環に置換基R1を2個有するポリオキシアルキレン置換キノリントリイルエーテル、4)キノリン環に置換基R1を3個有するポリオキシアルキレン置換キノリンテトライルエーテル、5)前記1)のポリオキシアルキレン非置換キノリルエーテルのポリオキシアルキレン基の末端をアルコキシ基で封鎖した末端封鎖ポリオキシアルキレン非置換キノリルエーテル、6)前記2)のポリオキシアルキレン置換キノリンジイルエーテルのポリオキシアルキレン基の末端をアルコキシ基で封鎖した末端封鎖ポリオキシアルキレン置換キノリンジイルエーテル、7)前記3)のポリオキシアルキレン置換キノリントリイルエーテルのポリオキシアルキレン基の末端をアルコキシ基で封鎖した末端封鎖ポリオキシアルキレン置換キノリントリイルエーテル、8)前記4)のポリオキシアルキレン置換キノリンテトライルエーテルのポリオキシアルキレン基の末端をアルコキシ基で封鎖した末端封鎖ポリオキシアルキレン置換キノリンテトライルエーテルがある。またMがイソキノリン環である場合のものには、9)キノリン環に置換基R1を有しないポリオキシアルキレン非置換イソキノリルエーテル、10)キノリン環に置換基R1を1個有するポリオキシアルキレン置換イソキノリンジイルエーテル、11)キノリン環に置換基R1を2個有するポリオキシアルキレン置換イソキノリントリイルエーテル、12)キノリン環に置換基R1を3個有するポリオキシアルキレン置換イソキノリンテトライルエーテル、13)前記9)のポリオキシアルキレン非置換イソキノリルエーテルのポリオキシアルキレン基の末端をアルコキシ基で封鎖した末端封鎖ポリオキシアルキレン非置換イソキノリルエーテル、14)前記10)のポリオキシアルキレン置換イソキノリンジイルエーテルのポリオキシアルキレン基の末端をアルコキシ基で封鎖した末端封鎖ポリオキシアルキレン置換イソキノリンジイルエーテル、15)前記11)のポリオキシアルキレン置換イソキノリントリイルエーテルのポリオキシアルキレン基の末端をアルコキシ基で封鎖した末端封鎖ポリオキシアルキレン置換イソキノリントリイルエーテル、16)前記12)のポリオキシアルキレン置換イソキノリンテトライルエーテルのポリオキシアルキレン基の末端をアルコキシ基で封鎖した末端封鎖ポリオキシアルキレン置換イソキノリンテトライルエーテルがある。なかでも、縮合複素環系非イオン性界面活性剤としては、化1中のMがキノリン環である場合のものが好ましい。かかる縮合複素環系非イオン性界面活性剤それ自体は、公知の合成方法、例えば特公昭49−14841号公報に記載されているような合成方法で合成できる。 The condensed heterocyclic nonionic surfactant represented by Chemical Formula 1 includes a case where M in Chemical Formula 1 is a quinoline ring and a case where M is an isoquinoline ring. In the case where M is a quinoline ring, 1) a polyoxyalkylene unsubstituted quinolyl ether having no substituent R 1 in the quinoline ring, 2) a polyoxyalkylene substitution having one substituent R 1 in the quinoline ring Quinoline diyl ether, 3) polyoxyalkylene-substituted quinoline triyl ether having two substituents R 1 on the quinoline ring, 4) polyoxyalkylene-substituted quinoline tetrayl ether having three substituents R 1 on the quinoline ring, 5) 1) end-capped polyoxyalkylene unsubstituted quinolyl ether in which the end of the polyoxyalkylene group of the polyoxyalkylene unsubstituted quinolyl ether is blocked with an alkoxy group, and 6) the polyoxyalkylene-substituted quinoline diyl ether of 2) above. End-capped poly with end of oxyalkylene group blocked with alkoxy group Xyloxyalkylene-substituted quinoline diyl ether, 7) end-capped polyoxyalkylene-substituted quinoline triyl ether in which the end of the polyoxyalkylene group of polyoxyalkylene-substituted quinoline triyl ether of 3) is blocked with an alkoxy group, 8) poly of 4) above There is an end-capped polyoxyalkylene-substituted quinoline tetrayl ether in which the end of the polyoxyalkylene group of the oxyalkylene-substituted quinoline tetrayl ether is blocked with an alkoxy group. When M is an isoquinoline ring, 9) polyoxyalkylene unsubstituted isoquinolyl ether having no substituent R 1 on the quinoline ring, 10) polyoxy having one substituent R 1 on the quinoline ring Alkylene substituted isoquinoline diyl ether, 11) polyoxyalkylene substituted isoquinoline triyl ether having two substituents R 1 in the quinoline ring, 12) polyoxyalkylene substituted isoquinoline tetrayl ether having three substituents R 1 in the quinoline ring, 13 9) Polyoxyalkylene-substituted isoquinoline ether of the above 9), polyoxyalkylene-substituted isoquinolyl ether having an end-capped polyoxyalkylene group in which the polyoxyalkylene group of the polyoxyalkylene-unsubstituted isoquinolyl ether is blocked with an alkoxy group. Polyoxyalkyl of diyl ether 15) End-capped polyoxyalkylene-substituted isoquinoline diyl ether blocked with an alkoxy group at the end of the group 15) End-capped polyoxy with the end of the polyoxyalkylene group of the polyoxyalkylene-substituted isoquinoline triyl ether of the above 11) blocked with an alkoxy group There are alkylene-substituted isoquinoline triyl ethers and 16) end-capped polyoxyalkylene-substituted isoquinoline tetrayl ethers in which the polyoxyalkylene group end of the polyoxyalkylene-substituted isoquinoline tetrayl ether of 12) is blocked with an alkoxy group. Especially, as a condensed heterocyclic type | system | group nonionic surfactant, the thing when M in Chemical formula 1 is a quinoline ring is preferable. Such a fused heterocyclic nonionic surfactant itself can be synthesized by a known synthesis method, for example, a synthesis method described in JP-B-49-14841.

化1で示される縮合複素環系非イオン性界面活性剤において、Mで示されるキノリン環又はイソキノリン環の置換基R1には、メチル基、エチル基、プロピル基、ブチル基、イソプロピル基、イソブチル基がある。 In the condensed heterocyclic nonionic surfactant represented by Chemical Formula 1 , the substituent R 1 of the quinoline ring or isoquinoline ring represented by M includes methyl, ethyl, propyl, butyl, isopropyl, isobutyl There is a group.

化1で示される縮合複素環系非イオン性界面活性剤において、Aで示されるポリオキシアルキレン基には、1)オキシエチレン単位のみで構成されたポリオキシエチレン基、2)オキシエチレン単位とオキシプロピレン単位とで構成された(ポリ)オキシエチレン(ポリ)オキシプロピレン基があるが、1)のポリオキシエチレン基が好ましい。2)の場合、オキシエチレン単位とオキシプロピレン単位の結合様化はランダム状でも又はブロック状でもよいが、ブロック状であって、キノリン環又はイソキノリン環にオキシエチレン単位が結合したものが好ましい。いずれの場合においても、ポリオキシアルキレン基を構成するオキシアルキレン単位の合計数は10〜70とするが、30〜60とするのが好ましい。   In the condensed heterocyclic nonionic surfactant represented by Chemical Formula 1, the polyoxyalkylene group represented by A includes: 1) a polyoxyethylene group composed only of oxyethylene units, 2) oxyethylene units and oxy Although there are (poly) oxyethylene (poly) oxypropylene groups composed of propylene units, 1) polyoxyethylene groups are preferred. In the case of 2), the bond-like formation of the oxyethylene unit and the oxypropylene unit may be random or block-like, but is preferably a block-like form in which the oxyethylene unit is bonded to the quinoline ring or isoquinoline ring. In any case, the total number of oxyalkylene units constituting the polyoxyalkylene group is 10 to 70, but is preferably 30 to 60.

化1で示される縮合複素環系非イオン性界面活性剤において、Aで示されるポリオキシアルキレン基の片末端基R2としては、1)水酸基、2)メトキシ基、エトキシ基、プロポキシ基、イソプロポキシ基、ブトキシ基等の炭素数1〜4のアルコキシ基がある。 In the condensed heterocyclic nonionic surfactant represented by Chemical Formula 1, as the one terminal group R 2 of the polyoxyalkylene group represented by A, 1) hydroxyl group, 2) methoxy group, ethoxy group, propoxy group, iso There are alkoxy groups having 1 to 4 carbon atoms such as propoxy group and butoxy group.

以上説明した化1で示される縮合複素環系非イオン性界面活性剤としては、キノリン環に置換基R1を有しないポリオキシアルキレンキノリルエーテルが好ましく、キノリン環に置換基R1を有しないポリオキシエチレンキノリルエーテルがより好ましく、化1中のAが30〜60個のオキシエチレン単位で構成されたポリオキシエチレン基であって、キノリン環に置換基R1を有しないポリオキシエチレンキノリルエーテルが特に好ましい。 Examples of the condensed heterocyclic ring system non-ionic surfactant represented by the formula 1 that described above, no polyoxyalkylene quinolinium ether preferably having no substituent R 1 in a quinoline ring, a substituent R 1 on the quinoline ring Polyoxyethylene quinolyl ether is more preferable, and A in Chemical Formula 1 is a polyoxyethylene group composed of 30 to 60 oxyethylene units, and has no substituent R 1 in the quinoline ring. Noryl ether is particularly preferred.

化2で示される脂肪族非イオン性界面活性剤には、1)炭素数8〜14のアルキル基を有するポリオキシエチレンアルキルエーテル、2)炭素数8〜14のアルキル基を有する(ポリ)オキシエチレン(ポリ)オキシプロピレンアルキルエーテルがある。かかる脂肪族非イオン性界面活性剤それ自体は、公知の合成方法、例えば特公昭49−14841号公報に記載されているような合成方法で合成できる。   The aliphatic nonionic surfactant represented by Chemical Formula 2 includes 1) polyoxyethylene alkyl ether having an alkyl group having 8 to 14 carbon atoms, and 2) (poly) oxy having an alkyl group having 8 to 14 carbon atoms. There is ethylene (poly) oxypropylene alkyl ether. Such an aliphatic nonionic surfactant per se can be synthesized by a known synthesis method, for example, a synthesis method described in JP-B-49-14841.

化2で示される脂肪族非イオン性界面活性剤において、R3としては、1)オクチル基、ノニル基、デシル基、ウンデシル基、ドデシル基、トリデシル基、テトラデシル基等の、炭素数8〜14の1級アルコールから水酸基を除いた残基である直鎖アルキル基、2)イソオクチル基、イソノニル基、イソデシル基、イソウンデシル基、イソドデシル基、イソトリデシル基、イソテトラデシル基等の、炭素数8〜14の2級アルコールから水酸基を除いた残基である分岐アルキル基がある。 In the aliphatic nonionic surfactant represented by Chemical Formula 2, as R 3 , 1) carbon number 8-14 such as octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group A linear alkyl group which is a residue obtained by removing a hydroxyl group from primary alcohol of 2), and an isooctyl group, an isononyl group, an isodecyl group, an isoundecyl group, an isododecyl group, an isotridecyl group, an isotetradecyl group, and the like. There is a branched alkyl group which is a residue obtained by removing a hydroxyl group from the secondary alcohol.

化2で示される脂肪族非イオン性界面活性剤において、Bで示されるオキシアルキレン基には、1)オキシエチレン単位のみで構成されたポリオキシエチレン基、2)オキシエチレン単位とオキシプロピレン単位とで構成された(ポリ)オキシエチレン(ポリ)オキシプロピレン基があるが、1)のポリオキシエチレン基が好ましい。2)の場合、オキシエチレン単位とオキシプロピレン単位の結合様式は、ランダム状でも又はブロック状でもよいが、ブロック状であって、アルキル基にオキシエチレン単位が結合したものが好ましい。いずれの場合においても、ポリオキシアルキレン基を構成するオキシアルキレン単位の合計数は3〜16とするが、4〜12とするのが好ましい。   In the aliphatic nonionic surfactant represented by Chemical Formula 2, the oxyalkylene group represented by B includes: 1) a polyoxyethylene group composed only of oxyethylene units, 2) oxyethylene units and oxypropylene units (Poly) oxyethylene (poly) oxypropylene groups composed of: 1) are preferred. In the case of 2), the bonding mode of the oxyethylene unit and the oxypropylene unit may be random or block, but is preferably a block having an oxyethylene unit bonded to an alkyl group. In any case, the total number of oxyalkylene units constituting the polyoxyalkylene group is 3 to 16, but is preferably 4 to 12.

以上説明した化2で示される脂肪族非イオン性界面活性剤としては、化2中のR3が炭素数8〜14の分岐アルキル基であるものが好ましく、更に化2中のBが4〜12個のオキシエチレン単位で構成されたポリオキシエチレン基であるものがより好ましい。 As the aliphatic nonionic surfactant represented by the chemical formula 2 described above, those in which R 3 in the chemical formula 2 is a branched alkyl group having 8 to 14 carbon atoms are preferable, and B in the chemical formula 2 is preferably 4 to 4 More preferred is a polyoxyethylene group composed of 12 oxyethylene units.

本発明に係る微粒子用水系分散剤は、以上説明した化1で示される縮合複素環系非イオン性界面活性剤と化2で示される脂肪族非イオン性界面活性剤とから成るものであって、前者を70〜99.5重量%及び後者を30〜0.5重量%、好ましくは前者を80〜99重量%及び後者を20〜1重量%、より好ましくは前者を85〜98重量%及び後者を15〜2重量%の割合で含有して成るものである。   The aqueous dispersant for fine particles according to the present invention comprises the condensed heterocyclic nonionic surfactant represented by Chemical Formula 1 and the aliphatic nonionic surfactant represented by Chemical Formula 2 described above. 70 to 99.5% by weight of the former and 30 to 0.5% by weight of the latter, preferably 80 to 99% by weight of the former and 20 to 1% by weight of the latter, more preferably 85 to 98% by weight of the former and The latter is contained in a proportion of 15 to 2% by weight.

本発明に係る微粒子用水系分散剤を用いて微粒子を水系に分散させる場合、微粒子100重量部に対し、本発明に係る微粒子用水系分散剤を通常10〜100重量部、好ましくは30〜60重量部の割合で用いる。本発明に係る微粒子用水系分散剤を用いて微粒子を水系に分散させる場合、ホモミキサー、コロイドミル、超音波分散機、ビーズミル、ボールミル、ペイントシェイカー、サンドミル等の分散機器を用いるのが好ましい。   When fine particles are dispersed in an aqueous system using the fine particle aqueous dispersant according to the present invention, the fine particle aqueous dispersant according to the present invention is usually 10 to 100 parts by weight, preferably 30 to 60 parts by weight per 100 parts by weight of the fine particles. Used in parts ratio. When the fine particles are dispersed in the aqueous system using the fine particle aqueous dispersant according to the present invention, it is preferable to use a dispersing device such as a homomixer, a colloid mill, an ultrasonic disperser, a bead mill, a ball mill, a paint shaker, or a sand mill.

本発明に係る微粒子用水系分散剤を適用する微粒子としては、いずれも通常はその粒子径が0.01〜50μmである、無機微粒子、有機微粒子、これらの複合体であるハイブリット微粒子が挙げられる。具体的には、1)炭酸カルシウム微粒子、シリカ微粒子、フェライト微粒子、アパタイト微粒子、無機金属酸化物微粒子、セメント微粒子、カーボンブラック微粒子、ゼオライト微粒子、無機金属微粒子、無機炭化物微粒子、無機窒化物微粒子等の無機微粒子、2)セルロース微粒子、コラーゲン微粒子、ポリビニル樹脂微粒子、ポリアミド樹脂微粒子、ポリオレフィン樹脂微粒子、有機酸化物微粒子等の有機微粒子、3)二酸化チタン/ナイロン樹脂微粒子、アルミナ/ポリオレフィン樹脂微粒子、シリカ/ポリビニルIPN樹脂微粒子等のハイブリット微粒子が挙げられる。   Examples of the fine particles to which the aqueous dispersant for fine particles according to the present invention is applied include inorganic fine particles, organic fine particles, and hybrid fine particles that are a composite of these, usually having a particle size of 0.01 to 50 μm. Specifically, 1) calcium carbonate fine particles, silica fine particles, ferrite fine particles, apatite fine particles, inorganic metal oxide fine particles, cement fine particles, carbon black fine particles, zeolite fine particles, inorganic metal fine particles, inorganic carbide fine particles, inorganic nitride fine particles, etc. Inorganic fine particles 2) Organic fine particles such as cellulose fine particles, collagen fine particles, polyvinyl resin fine particles, polyamide resin fine particles, polyolefin resin fine particles, and organic oxide fine particles 3) Titanium dioxide / nylon resin fine particles, alumina / polyolefin resin fine particles, silica / polyvinyl Examples thereof include hybrid fine particles such as IPN resin fine particles.

以上説明した本発明に係る微粒子用水系分散剤には、イオン性物質が共存してもこれにより悪影響を受けることなく、また環境衛生面や安全面での危惧を生じることなく、微粒子を経時的にも安定して水系に分散させることができるという効果がある。   The aqueous dispersant for fine particles according to the present invention described above does not adversely affect the ionic substance even if it coexists, and does not cause any environmental hygiene or safety concerns. In addition, there is an effect that it can be stably dispersed in an aqueous system.

本発明に係る微粒子用水系分散剤の実施形態としては、次の1)〜6)が挙げられる。
1)下記の縮合複素環系非イオン性界面活性剤(A−1)が95重量%及び下記の脂肪族非イオン性界面活性剤(B−1)が5重量%の割合から成る微粒子用水系分散剤。
縮合複素環系非イオン性界面活性剤(A−1):化1中のMがキノリン環、R2が水酸基、Aが35個のオキシエチレン単位で構成されたポリオキシエチレン基、nが0(したがって置換基としてのR1はなし)である場合の化1で示される縮合複素環系非イオン性界面活性剤
脂肪族非イオン性界面活性剤(B−1):化2中のR3がイソオクチル基、Bが8個のオキシエチレン単位で構成されたポリオキシエチレン基である場合の化2で示される脂肪族非イオン性界面活性剤
Examples of the aqueous dispersant for fine particles according to the present invention include the following 1) to 6).
1) A fine particle aqueous system comprising 95% by weight of the following condensed heterocyclic nonionic surfactant (A-1) and 5% by weight of the following aliphatic nonionic surfactant (B-1). Dispersant.
Fused heterocyclic nonionic surfactant (A-1): M in Chemical Formula 1 is a quinoline ring, R 2 is a hydroxyl group, A is a polyoxyethylene group composed of 35 oxyethylene units, and n is 0 (Thus, there is no R 1 as a substituent.) A condensed heterocyclic nonionic surfactant represented by Chemical Formula 1 in the formula: Aliphatic Nonionic Surfactant (B-1): R 3 in Chemical Formula 2 is An aliphatic nonionic surfactant represented by the formula 2 in the case where the isooctyl group and B is a polyoxyethylene group composed of 8 oxyethylene units

2)前記の縮合複素環系非イオン性界面活性剤(A−1)が87重量%及び下記の脂肪族非イオン性界面活性剤(B−2)が13重量%の割合から成る微粒子用水系分散剤。
脂肪族非イオン性界面活性剤(B−2):化2中のR3がイソウンデシル基、Bが10個のオキシエチレン単位で構成されたポリオキシエチレン基である場合の化2で示される脂肪族非イオン性界面活性剤
2) Fine particle aqueous system comprising 87% by weight of the condensed heterocyclic nonionic surfactant (A-1) and 13% by weight of the following aliphatic nonionic surfactant (B-2). Dispersant.
Aliphatic nonionic surfactant (B-2): Fat represented by chemical formula 2 when R 3 in chemical formula 2 is an isoundecyl group and B is a polyoxyethylene group composed of 10 oxyethylene units Nonionic surfactant

3)下記の縮合複素環系非イオン性界面活性剤(A−2)が90重量%及び前記の脂肪族非イオン性界面活性剤(B−2)が10重量%の割合から成る微粒子用水系分散剤。
縮合複素環系非イオン性界面活性剤(A−2):化1中のMがキノリン環、R2が水酸基、Aが45個のオキシエチレン単位で構成されたポリオキシエチレン基、nが0(したがって置換基としてのR1はなし)である場合の化1で示される縮合複素環系非イオン性界面活性剤
3) Fine particle aqueous system comprising 90% by weight of the following condensed heterocyclic nonionic surfactant (A-2) and 10% by weight of the above aliphatic nonionic surfactant (B-2). Dispersant.
Fused heterocyclic nonionic surfactant (A-2): In Formula 1, M is a quinoline ring, R 2 is a hydroxyl group, A is a polyoxyethylene group composed of 45 oxyethylene units, and n is 0 (Therefore, R 1 as a substituent is absent), and the condensed heterocyclic nonionic surfactant represented by Chemical Formula 1

4)前記の縮合複素環系非イオン性界面活性剤(A−2)が86重量%及び下記の脂肪族非イオン性界面活性剤(B−3)が14重量%の割合から成る微粒子用水系分散剤。
脂肪族非イオン性界面活性剤(B−3):化2中のR3がイソトリデシル基、Bが12個のオキシエチレン単位で構成されたポリオキシエチレン基である場合の化2で示される脂肪族非イオン性界面活性剤
4) Fine particle aqueous system comprising 86% by weight of the above condensed heterocyclic nonionic surfactant (A-2) and 14% by weight of the following aliphatic nonionic surfactant (B-3). Dispersant.
Aliphatic nonionic surfactant (B-3): Fat represented by chemical formula 2 when R 3 in chemical formula 2 is an isotridecyl group and B is a polyoxyethylene group composed of 12 oxyethylene units Nonionic surfactant

5)下記の縮合複素環系非イオン性界面活性剤(A−3)が97重量%及び前記の脂肪族非イオン性界面活性剤(B−3)が3重量%の割合から成る微粒子用水系分散剤。
縮合複素環系非イオン性界面活性剤(A−3):化1中のMがキノリン環、R2が水酸基、Aが55個のオキシエチレン単位で構成されたポリオキシエチレン基、nが0(したがって置換基としてのR1はなし)である場合の化1で示される縮合複素環系非イオン性界面活性剤
5) A fine particle aqueous system comprising 97% by weight of the following condensed heterocyclic nonionic surfactant (A-3) and 3% by weight of the above aliphatic nonionic surfactant (B-3). Dispersant.
Fused heterocyclic nonionic surfactant (A-3): In Formula 1, M is a quinoline ring, R 2 is a hydroxyl group, A is a polyoxyethylene group composed of 55 oxyethylene units, and n is 0 (Therefore, R 1 as a substituent is absent), and the condensed heterocyclic nonionic surfactant represented by Chemical Formula 1

6)前記の縮合複素環系非イオン性界面活性剤(A−3)が89重量%及び前記の脂肪族非イオン性界面活性剤(B−1)が11重量%の割合から成る微粒子用水系分散剤。   6) A fine particle aqueous system comprising 89% by weight of the condensed heterocyclic nonionic surfactant (A-3) and 11% by weight of the aliphatic nonionic surfactant (B-1). Dispersant.

以下、実施例及び比較例を挙げて本発明の構成及び効果をより具体的にするが、本発明が該実施例に限定されるというものではない。尚、以下の実施例及び比較例において、部は重量部を、また%は重量%を意味する。   Hereinafter, although an example and a comparative example are given and the composition and effect of the present invention are made more concrete, the present invention is not limited to the example. In the following Examples and Comparative Examples, “part” means “part by weight” and “%” means “% by weight”.

試験区分1(縮合複素環系非イオン性界面活性剤の合成)
・縮合複素環系非イオン性界面活性剤(A−1)の合成
8−ヒドロキシキノリン145.2g(1モル)及び水酸化カリウム2.63gをオートクレーブに仕込み、オートクレーブ内を窒素ガスで置換した後、130℃に加温し、エチレンオキサイド1540g(35モル)を圧入して、反応させた。1時間の熟成反応後、触媒を吸着剤処理により除去し、反応物を得た。得られた反応物を分析したところ、化1中のMがキノリン環、R2が水酸基、Aが35個のオキシエチレン単位で構成されたポリオキシエチレン基、nが0(したがって置換基としてのR1はなし)である場合の化1で示される縮合複素環系非イオン性界面活性剤(A−1)であった。
Test Category 1 (Synthesis of condensed heterocyclic nonionic surfactants)
-Synthesis of condensed heterocyclic nonionic surfactant (A-1) After charging 145.2 g (1 mol) of 8-hydroxyquinoline and 2.63 g of potassium hydroxide into an autoclave and replacing the inside of the autoclave with nitrogen gas The mixture was heated to 130 ° C., and 1540 g (35 mol) of ethylene oxide was injected and reacted. After an aging reaction for 1 hour, the catalyst was removed by adsorbent treatment to obtain a reaction product. When the obtained reaction product was analyzed, M in Chemical Formula 1 was a quinoline ring, R 2 was a hydroxyl group, A was a polyoxyethylene group composed of 35 oxyethylene units, and n was 0 (thus, as a substituent). In the case where R 1 is none), the condensed heterocyclic nonionic surfactant (A-1) represented by Chemical Formula 1 was obtained.

・縮合複素環系非イオン性界面活性剤(A−2)〜(A−4)、(A−6)〜(A−9)、(a−1)及び(a−2)の合成
縮合複素環系非イオン性界面活性剤(A−1)の場合と同様にして、縮合複素環系非イオン性界面活性剤(A−2)〜(A−4)、(A−6)〜(A−9)、(a−1)及び(a−2)を合成した。
-Synthesis of condensed heterocyclic nonionic surfactants (A-2) to (A-4), (A-6) to (A-9), (a-1) and (a-2) In the same manner as in the case of the cyclic nonionic surfactant (A-1), the condensed heterocyclic nonionic surfactants (A-2) to (A-4), (A-6) to (A -9), (a-1) and (a-2) were synthesized.

・縮合複素環系非イオン性界面活性剤(A−5)の合成
縮合複素環系非イオン界面活性剤(A−1)の場合と同様にして合成したポリオキシエチレン(45モル)2−メチル−キノリンジイルエーテル2139g(1モル)及び水酸化カリウム108gをオートクレーブに仕込み、オートクレーブ内を窒素ガスで置換した後、100℃に加温し、塩化メチル81g(1.6モル)を圧入して、反応させた。1時間の熟成反応後、反応物を水洗し、脱水して、反応物を得た。得られた反応物を分析したところ、化1中のMがキノリン環、R1がメチル基、R2がメトキシ基、Aが45個のオキシエチレン単位で構成されたポリオキシエチレン基、nが1である場合の化1で示される縮合複素環系非イオン性界面活性剤(A−5)であった。
Synthesis of condensed heterocyclic nonionic surfactant (A-5) Polyoxyethylene (45 mol) 2-methyl synthesized in the same manner as in the case of condensed heterocyclic nonionic surfactant (A-1) -2139 g (1 mol) of quinoline diyl ether and 108 g of potassium hydroxide were charged into an autoclave, the inside of the autoclave was replaced with nitrogen gas, heated to 100 ° C, and 81 g (1.6 mol) of methyl chloride was injected. Reacted. After an aging reaction for 1 hour, the reaction product was washed with water and dehydrated to obtain a reaction product. When the obtained reaction product was analyzed, M in chemical formula 1 was a quinoline ring, R 1 was a methyl group, R 2 was a methoxy group, A was a polyoxyethylene group composed of 45 oxyethylene units, and n was When it was 1, it was a condensed heterocyclic nonionic surfactant (A-5) represented by Chemical formula 1.

・縮合複素環系非イオン性界面活性剤(A−10)の合成
縮合複素環系非イオン性界面活性剤(A−5)の場合と同様にして、縮合複素環系非イオン性界面活性剤(A−10)を合成した。
以上で合成した各縮合複素環系非イオン性界面活性剤の内容を表1にまとめて示した。
-Synthesis of condensed heterocyclic nonionic surfactant (A-10) In the same manner as in the case of condensed heterocyclic nonionic surfactant (A-5), condensed heterocyclic nonionic surfactant (A-10) was synthesized.
The contents of each of the condensed heterocyclic nonionic surfactants synthesized above are summarized in Table 1.

Figure 2005087850
Figure 2005087850

表1において、
M,R,n,A,R:化1中の各記号に相当
POE:ポリオキシエチレン基
POP:ポリオキシプロピレン基
Aの数:Aを構成するオキシエチレン単位の数(2段書きの場合は上段がオキシエチレン単位の数、下段がオキシプロピレン単位の数)
In Table 1,
M, R 1 , n, A, R 2 : Corresponding to each symbol in chemical formula 1 POE: Polyoxyethylene group POP: Polyoxypropylene group Number of A: Number of oxyethylene units constituting A (in two-stage writing) In the case, the upper row is the number of oxyethylene units, and the lower row is the number of oxypropylene units)

試験区分2(微粒子用水系分散剤の調製)
・実施例1
試験区分1で合成した縮合複素環系非イオン性界面活性剤(A−1)95部及び表2に記載の脂肪族非イオン性界面活性剤(B−1)5部を均一混合して、実施例1の微粒子用水系分散剤を調製した。
Test category 2 (Preparation of aqueous dispersant for fine particles)
Example 1
95 parts of the condensed heterocyclic nonionic surfactant (A-1) synthesized in Test Category 1 and 5 parts of the aliphatic nonionic surfactant (B-1) listed in Table 2 are uniformly mixed, The aqueous dispersant for fine particles of Example 1 was prepared.

・実施例2〜13及び比較例1〜4
実施例1の微粒子用水系分散剤と同様にして、実施例2〜13及び比較例1〜4の各微粒子用水系分散剤を調製した。以上の各例の微粒子用水系分散剤の調製に用いた化2で示される脂肪族非イオン性界面活性剤の内容を表2にまとめて示し、また以上で調製した各例の微粒子用水系分散剤の内容を表3にまとめて示した。
-Examples 2-13 and Comparative Examples 1-4
In the same manner as the aqueous dispersant for fine particles of Example 1, the aqueous dispersant for fine particles of Examples 2 to 13 and Comparative Examples 1 to 4 were prepared. Table 2 summarizes the contents of the aliphatic nonionic surfactant represented by Chemical Formula 2 used in the preparation of the fine particle aqueous dispersant of each example above, and the fine particle aqueous dispersion of each example prepared above. The contents of the agents are summarized in Table 3.

Figure 2005087850
Figure 2005087850

表2において、
,B:化2中の各記号に相当
Bの数:Bを構成するオキシエチレン単位の数(2段書きの場合は上段がオキシエチレン単位の数、下段がオキシプロピレン単位の数)
In Table 2,
R 3 , B: Corresponds to each symbol in Chemical Formula 2 Number of B: Number of oxyethylene units constituting B (in the case of two-stage writing, the upper part is the number of oxyethylene units and the lower part is the number of oxypropylene units)

試験区分3(微粒子の水系分散液の調製)
・有機微粒子の水系分散液の調製
各例の微粒子用水系分散剤100部を加熱溶融し、これを温水400部と均一混合して、微粒子用水系分散剤の20%水溶液を用意した。この微粒子用水系分散剤の20%水溶液10部、電子顕微鏡による平均粒子径1μmのポリスチレン微粒子20部、イオン交換水80部及び粒子径0.7mmのガラスビーズ200部をサンドグラインダーミルのポットに仕込み、回転数1000r.p.m.で3時間処理した後、デカンテーションによりポリスチレン粒子の水系分散液を得た。各例の微粒子用水系分散剤について、同様の水系分散液を5サンプルづつ作製した。
Test Category 3 (Preparation of aqueous dispersion of fine particles)
-Preparation of aqueous dispersion of organic fine particles 100 parts of the aqueous dispersion for fine particles in each example was melted by heating and uniformly mixed with 400 parts of warm water to prepare a 20% aqueous solution of the fine particle aqueous dispersion. 10 parts of a 20% aqueous solution of this fine particle aqueous dispersant, 20 parts of polystyrene fine particles having an average particle diameter of 1 μm, 80 parts of ion-exchanged water and 200 parts of glass beads having a particle diameter of 0.7 mm were charged in a sand grinder mill pot. , Rotation speed 1000 r. p. m. Then, an aqueous dispersion of polystyrene particles was obtained by decantation. About the aqueous dispersion agent for fine particles in each example, 5 samples of the same aqueous dispersion were prepared.

・無機微粒子の水系分散液の調製
各例の微粒子用水系分散剤100部を加熱溶融し、これを温水400部と均一混合して、微粒子用水系分散剤の20%水溶液を用意した。この微粒子用水系分散剤の20%水溶液10部、電子顕微鏡による平均粒子径0.1μmのカーボンブラック微粒子20部、イオン交換水80部及び粒子径0.7mmのガラスビーズ200部をサンドグラインダーミルのポットに仕込み、回転数1000r.p.m.で3時間処理した後、デカンテーションによりカーボンブラックの水系分散液を得た。各例の微粒子用水系分散剤について、同様の水系分散液を5サンプルづつ作製した。
-Preparation of aqueous dispersion of inorganic fine particles 100 parts of the aqueous dispersion for fine particles in each example was melted by heating, and this was uniformly mixed with 400 parts of warm water to prepare a 20% aqueous solution of the fine particle aqueous dispersion. 10 parts of a 20% aqueous solution of this fine particle aqueous dispersant, 20 parts of carbon black fine particles having an average particle diameter of 0.1 μm, 80 parts of ion-exchanged water and 200 parts of glass beads having a particle diameter of 0.7 mm were obtained by means of a sand grinder mill. The pot was charged and the rotation speed was 1000 r. p. m. Then, an aqueous dispersion of carbon black was obtained by decantation. About the aqueous dispersion agent for fine particles of each example, 5 samples of the same aqueous dispersion were prepared.

・ハイブリット微粒子の水系分散液の調製
各例の微粒子用水系分散剤100部を加熱溶融し、これを温水400部と均一混合して、微粒子用水系分散剤の20%水溶液を用意した。この微粒子用水系分散剤の20%水溶液10部、電子顕微鏡による平均粒子径0.5μmの酸化チタン/ナイロンハイブリット微粒子20部、イオン交換水80部及び粒子径0.7mmのガラスビーズ200部をサンドグラインダーミルのポットに仕込み、回転数1000r.p.m.で3時間処理した後、デカンテーションによりカーボンブラックの水系分散液を得た。各例の微粒子用水系分散剤について、同様の水系分散液を5サンプルづつ作製した。
-Preparation of aqueous dispersion of hybrid fine particles 100 parts of the aqueous dispersion for fine particles of each example was heated and melted and uniformly mixed with 400 parts of hot water to prepare a 20% aqueous solution of the fine particle aqueous dispersion. Sand 10 parts of a 20% aqueous solution of the aqueous dispersant for fine particles, 20 parts of titanium oxide / nylon hybrid fine particles having an average particle diameter of 0.5 μm, 80 parts of ion-exchanged water, and 200 parts of glass beads having a particle diameter of 0.7 mm by an electron microscope. A grinder mill pot was charged and the rotational speed was 1000 r. p. m. Then, an aqueous dispersion of carbon black was obtained by decantation. About the aqueous dispersion agent for fine particles in each example, 5 samples of the same aqueous dispersion were prepared.

試験区分4(評価)
・水系分散液の経時的な分散安定性の評価
試験区分3で作製した水系分散液100mlを目盛り0.1mlの共栓付きメスシリンダーに入れ、70℃の恒温槽に1週間静置した後、沈降量を計測した。各5サンプルの水系分散液毎に沈降量の平均値を算出し、以下の基準で評価した。結果を表3にまとめて示した。
◎:沈降量の平均値が0.1ml未満
○:沈降量の平均値が0.1ml以上0.5ml未満
△:沈降量の平均値が0.5ml以上1ml未満
×:沈降量の平均値が1ml以上
Test category 4 (evaluation)
・ Evaluation of dispersion stability over time of aqueous dispersion liquid 100 ml of the aqueous dispersion liquid prepared in Test Category 3 was placed in a measuring cylinder with a stopper of 0.1 ml of scale and left in a constant temperature bath at 70 ° C. for 1 week. The amount of sedimentation was measured. The average value of the sedimentation amount was calculated for each of the 5 aqueous dispersions of each sample, and evaluated according to the following criteria. The results are summarized in Table 3.
◎: Average value of sedimentation amount is less than 0.1 ml ○: Average value of sedimentation amount is 0.1 ml or more and less than 0.5 ml △: Average value of sedimentation amount is 0.5 ml or more and less than 1 ml ×: Average value of sedimentation amount is 1ml or more

・水系分散液のアニオン性溶液との混合安定性の評価
試験区分3で作製した無機微粒子の水系分散液100mlと、アニオン性溶液としてラウリル硫酸ナトリウムの10%水溶液10mlとを目盛り0.1mlの共栓付きメスシリンダーに入れ、激しく上下に10回振とうした後、25℃の恒温槽に1日間静置した後、沈降量を計測した。各5サンプルの水系分散液毎に沈降量の平均値を算出し、以下の基準で評価した。結果を表3にまとめて示した。
◎:沈降量の平均値が0.1ml未満
○:沈降量の平均値が0.1ml以上0.5ml未満
△:沈降量の平均値が0.5ml以上1ml未満
×:沈降量の平均値が1ml以上
・ Evaluation of mixing stability of aqueous dispersion with anionic solution 100 ml of aqueous dispersion of inorganic fine particles prepared in Test Category 3 and 10 ml of 10% aqueous solution of sodium lauryl sulfate as anionic solution After putting it into a measuring cylinder with a stopper and shaking vigorously up and down 10 times, it was allowed to stand in a thermostatic bath at 25 ° C. for 1 day, and the amount of sedimentation was measured. The average value of the sedimentation amount was calculated for each of the five aqueous dispersions of each sample, and evaluated according to the following criteria. The results are summarized in Table 3.
◎: Average value of sedimentation amount is less than 0.1 ml ○: Average value of sedimentation amount is 0.1 ml or more and less than 0.5 ml △: Average value of sedimentation amount is 0.5 ml or more and less than 1 ml ×: Average value of sedimentation amount is 1ml or more

・水系分散液のカチオン性溶液との混合安定性の評価
試験区分3で作製した無機微粒子の水系分散液100mlと、カチオン性溶液としてラウリルトリメチルアンモニウムクロライドの10%水溶液10mlとを目盛り0.1mlの共栓付きメスシリンダーに入れ、激しく上下に10回振とうした後、25℃の恒温槽に1日間静置した後、沈降量を計測した。各5サンプルの水系分散液毎に沈降量の平均値を算出し、以下の基準で評価した。結果を表3にまとめて示した。
◎:沈降量の平均値が0.1ml未満
○:沈降量の平均値が0.1ml以上0.5ml未満
△:沈降量の平均値が0.5ml以上1ml未満
×:沈降量の平均値が1ml以上




Evaluation of mixing stability of aqueous dispersion with cationic solution 100 ml of inorganic fine particle aqueous dispersion prepared in test category 3 and 10 ml of 10% aqueous solution of lauryltrimethylammonium chloride as the cationic solution is 0.1 ml in scale. After putting it into a measuring cylinder with a stopper and shaking vigorously up and down 10 times, it was left to stand in a thermostatic bath at 25 ° C. for 1 day, and the amount of sedimentation was measured. The average value of the sedimentation amount was calculated for each of the 5 aqueous dispersions of each sample, and evaluated according to the following criteria. The results are summarized in Table 3.
◎: Average value of sedimentation amount is less than 0.1 ml ○: Average value of sedimentation amount is 0.1 ml or more and less than 0.5 ml △: Average value of sedimentation amount is 0.5 ml or more and less than 1 ml ×: Average value of sedimentation amount is 1ml or more




Figure 2005087850
Figure 2005087850

表3において、
使用量:部(重量部)
A/B:Aの%(重量%)/Bの%(重量%)
条件1:有機微粒子の水系分散液の場合
条件2:無機微粒子の水系分散液の場合
条件3:ハイブリット微粒子の水系分散液の場合
条件4:アニオン性溶液を加えた場合
条件5:カチオン性溶液を加えた場合
比較例5〜8:下記のt−5〜t−8の剤をそれぞれ微粒子用水系分散剤として使用した。
t−5:ドデシルベンゼンスルホン酸ナトリウム塩
t−6:ポリオキシエチレン(3モル)ラウリル硫酸エステルナトリウム塩
t−7:数平均分子量8000のポリアクリル酸ナトリウム塩
t−8:数平均分子量75000のスチレン−アクリル酸ナトリウム塩共重合体/ポリオキシエチレン(20モル)ノニルフェニルエーテル=5/95(重量比)の混合物
*:分散安定性が悪かったので評価しなかった
In Table 3,
Amount used: parts (parts by weight)
A / B:% of A (% by weight) /% of B (% by weight)
Condition 1: In the case of an aqueous dispersion of organic fine particles Condition 2: In the case of an aqueous dispersion of inorganic fine particles Condition 3: In the case of an aqueous dispersion of hybrid fine particles Condition 4: When an anionic solution is added Condition 5: A cationic solution When added Comparative Examples 5 to 8: The following agents t-5 to t-8 were used as aqueous dispersions for fine particles.
t-5: sodium dodecylbenzenesulfonate t-6: polyoxyethylene (3 mol) lauryl sulfate sodium salt t-7: sodium polyacrylate with a number average molecular weight of 8000 t-8: styrene with a number average molecular weight of 75,000 -Mixture of sodium acrylate copolymer / polyoxyethylene (20 mol) nonylphenyl ether = 5/95 (weight ratio) *: Not evaluated due to poor dispersion stability

Claims (5)

微粒子を水系に安定分散させる分散剤であって、下記の化1で示される縮合複素環系非イオン性界面活性剤と下記の化2で示される脂肪族非イオン性界面活性剤とから成り、且つ該縮合複素環系非イオン性界面活性剤を70〜99.5重量%及び該脂肪族非イオン性界面活性剤を30〜0.5重量%の割合で含有して成ることを特徴とする微粒子用水系分散剤。
Figure 2005087850
Figure 2005087850
(化1及び化2において、
M:キノリン又はイソキノリンからn+1個の水素原子を除いた残基
1:炭素数1〜4のアルキル基
2:水酸基又は炭素数1〜4のアルコキシ基
3:炭素数8〜14のアルキル基
A:10〜70個のオキシエチレン単位又は合計10〜70個のオキシエチレン単位とオキシプロピレン単位とで構成されたポリオキシアルキレン基
B:3〜16個のオキシエチレン単位又は合計3〜16個のオキシエチレン単位とオキシプロピレン単位とで構成されたポリオキシアルキレン基
n:0〜3の整数)
A dispersant for stably dispersing fine particles in an aqueous system, comprising a condensed heterocyclic nonionic surfactant represented by the following chemical formula 1 and an aliphatic nonionic surfactant represented by the chemical formula 2 below: The condensed heterocyclic nonionic surfactant is contained in an amount of 70 to 99.5% by weight and the aliphatic nonionic surfactant is contained in an amount of 30 to 0.5% by weight. Aqueous dispersant for fine particles.
Figure 2005087850
Figure 2005087850
(In Chemical Formula 1 and Chemical Formula 2,
M: residue obtained by removing n + 1 hydrogen atoms from quinoline or isoquinoline R 1 : alkyl group having 1 to 4 carbon atoms R 2 : hydroxyl group or alkoxy group having 1 to 4 carbon atoms R 3 : alkyl group having 8 to 14 carbon atoms Group A: 10 to 70 oxyethylene units or a polyoxyalkylene group composed of 10 to 70 oxyethylene units and oxypropylene units B: 3 to 16 oxyethylene units or 3 to 16 in total A polyoxyalkylene group composed of an oxyethylene unit and an oxypropylene unit, n: an integer of 0 to 3)
縮合複素環系非イオン性界面活性剤を80〜99重量%及び脂肪族非イオン性界面活性剤を20〜1重量%の割合で含有して成る請求項1記載の微粒子用水系分散剤。   The aqueous dispersant for fine particles according to claim 1, comprising 80 to 99% by weight of a condensed heterocyclic nonionic surfactant and 20 to 1% by weight of an aliphatic nonionic surfactant. 縮合複素環系非イオン性界面活性剤を85〜98重量%及び脂肪族非イオン性界面活性剤を15〜2重量%の割合で含有して成る請求項1記載の微粒子用水系分散剤。   The aqueous dispersion for fine particles according to claim 1, comprising 85 to 98% by weight of a condensed heterocyclic nonionic surfactant and 15 to 2% by weight of an aliphatic nonionic surfactant. 縮合複素環系非イオン性界面活性剤が、化1中のAが30〜60個のオキシエチレン単位で構成されたポリオキシエチレン基である場合のものである請求項1〜3のいずれか一つの項記載の微粒子用水系分散剤。   The condensed heterocyclic nonionic surfactant is one in which A in Chemical Formula 1 is a polyoxyethylene group composed of 30 to 60 oxyethylene units. An aqueous dispersion for fine particles as described in one item. 脂肪族非イオン性界面活性剤が、化2中のR3が炭素数8〜14の分岐アルキル基であり、Bが4〜12個のオキシエチレン単位で構成されたポリオキシエチレン基である場合のものである請求項1〜4のいずれか一つの項記載の微粒子用水系分散剤。
In the case where the aliphatic nonionic surfactant is R 3 in Chemical Formula 2 is a branched alkyl group having 8 to 14 carbon atoms and B is a polyoxyethylene group composed of oxyethylene units having 4 to 12 carbon atoms. The aqueous dispersant for fine particles according to any one of claims 1 to 4, wherein the aqueous dispersant is for fine particles.
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005225955A (en) * 2004-02-12 2005-08-25 Ricoh Co Ltd Pigment dispersion system, container for pigment dispersion system, image formation product and image-forming method

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005225955A (en) * 2004-02-12 2005-08-25 Ricoh Co Ltd Pigment dispersion system, container for pigment dispersion system, image formation product and image-forming method
JP4597540B2 (en) * 2004-02-12 2010-12-15 株式会社リコー Pigment dispersion system, pigment dispersion system container, image forming body, and image forming method

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