JP2008150594A5 - - Google Patents
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- JP2008150594A5 JP2008150594A5 JP2007301031A JP2007301031A JP2008150594A5 JP 2008150594 A5 JP2008150594 A5 JP 2008150594A5 JP 2007301031 A JP2007301031 A JP 2007301031A JP 2007301031 A JP2007301031 A JP 2007301031A JP 2008150594 A5 JP2008150594 A5 JP 2008150594A5
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- Prior art keywords
- fine particles
- polycaproamide
- polycaproamide resin
- resin
- average particle
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- 239000010419 fine particle Substances 0.000 claims description 89
- 239000011347 resin Substances 0.000 claims description 56
- 229920005989 resin Polymers 0.000 claims description 56
- 239000002245 particle Substances 0.000 claims description 43
- 238000010521 absorption reaction Methods 0.000 claims description 30
- 239000000805 composite resin Substances 0.000 claims description 26
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 229910044991 metal oxide Inorganic materials 0.000 claims description 10
- 150000004706 metal oxides Chemical class 0.000 claims description 10
- 239000002131 composite material Substances 0.000 claims description 9
- 239000006071 cream Substances 0.000 claims description 9
- 239000006210 lotion Substances 0.000 claims description 9
- 239000002537 cosmetic Substances 0.000 claims description 8
- OGIDPMRJRNCKJF-UHFFFAOYSA-N TiO Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titan oxide Chemical group O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 6
- 229910001929 titanium oxide Inorganic materials 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 241001237961 Amanita rubescens Species 0.000 claims description 3
- 230000001166 anti-perspirant Effects 0.000 claims description 3
- 239000003213 antiperspirant Substances 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 239000003599 detergent Substances 0.000 claims description 3
- 230000000475 sunscreen Effects 0.000 claims description 3
- 239000000516 sunscreening agent Substances 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-Propanediol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-Butanediol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (-)-propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 2
- 229960004063 Propylene glycol Drugs 0.000 claims 2
- XMUZQOKACOLCSS-UHFFFAOYSA-N [2-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=CC=C1CO XMUZQOKACOLCSS-UHFFFAOYSA-N 0.000 claims 2
- BWVAOONFBYYRHY-UHFFFAOYSA-N [4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C=C1 BWVAOONFBYYRHY-UHFFFAOYSA-N 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
- 239000011259 mixed solution Substances 0.000 claims 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims 2
- 235000013772 propylene glycol Nutrition 0.000 claims 2
- 230000001815 facial Effects 0.000 claims 1
- 239000003921 oil Substances 0.000 description 25
- 239000003125 aqueous solvent Substances 0.000 description 19
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000002994 raw material Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 2
- 210000003491 Skin Anatomy 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000077 insect repellent Substances 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N Caprolactam Natural products O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- 210000003298 Dental Enamel Anatomy 0.000 description 1
- 210000000282 Nails Anatomy 0.000 description 1
- 229940114930 POTASSIUM STEARATE Drugs 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N Phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N Tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N al2o3 Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking Effects 0.000 description 1
- -1 caprolactam potassium salt Chemical class 0.000 description 1
- 239000011246 composite particle Substances 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 230000035614 depigmentation Effects 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 230000001771 impaired Effects 0.000 description 1
- 229910000460 iron oxide Inorganic materials 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L magnesium sulphate Substances [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Description
上記目的を達成する本発明のポリカプロアミド樹脂複合微粒子は、ポリカプロアミド樹脂からなる相対粘度が１．７０〜２．３５、平均粒子径が５〜２０μｍ、吸油量が１００〜２００ｍＬ／１００ｇである微粒子の表面を、金属酸化物の微粒子で被覆した複合微粒子であって、該複合微粒子の平均粒子径が５〜２０μｍ、吸油量が７０〜２００ｍＬ／１００ｇであることを特徴とする。 The polycaproamide resin composite fine particles of the present invention that achieve the above object have a relative viscosity of 1.70 to 2.35, an average particle diameter of 5 to 20 μm, and an oil absorption of 100 to 200 mL / 100 g made of polycaproamide resin. A composite fine particle obtained by coating the surface of a certain fine particle with metal oxide fine particles, wherein the composite fine particle has an average particle diameter of 5 to 20 μm and an oil absorption of 70 to 200 mL / 100 g.
本発明のポリカプロアミド樹脂複合微粒子は、粒子表面が多孔質であるポリカプロアミド樹脂の微粒子の表面を、金属酸化物の微粒子で被覆して構成し、複合微粒子の平均粒子径を５〜２０μｍに揃え、吸油量も７０〜２００ｍＬ／１００ｇと大きい。このため、このポリカプロアミド樹脂複合微粒子は、化粧品の原料として使用したときに、従来の化粧品用微粒子に比べ、皮膚との接触感覚を向上させることができると共に、被覆する微粒子により紫外線カットの性能を付与させることができる。 The polycaproamide resin composite fine particles of the present invention are formed by coating the surfaces of polycaproamide resin fine particles having a porous particle surface with metal oxide fine particles, and the composite fine particles have an average particle size of 5 to 20 μm. And the oil absorption is as large as 70 to 200 mL / 100 g. For this reason, when this polycaproamide resin composite fine particle is used as a raw material for cosmetics, it can improve the sense of contact with the skin compared with conventional fine particles for cosmetics, and the performance of UV blocking by the fine particles to be coated. Can be given.
本発明のポリカプロアミド樹脂複合微粒子は、ポリカプロアミド樹脂からなる微粒子をベースとし、その表面に金属酸化物の微粒子（以下、「他の微粒子」と言うことがある。）を被覆した複合微粒子である。 The polycaproamide resin composite fine particles of the present invention are based on fine particles made of a polycaproamide resin, and the surface thereof is coated with metal oxide fine particles (hereinafter sometimes referred to as “other fine particles”). It is.
本発明のポリカプロアミド樹脂複合粒子の特長は、ポリカプロアミド樹脂の微粒子の表面を被覆する他の微粒子の特性によって変化するため多種多様である。他の微粒子としては、酸化チタン、酸化ジルコニウム、酸化亜鉛、酸化アルミニウム、酸化マグネシウム、酸化鉄、酸化銅、酸化ケイ素（シリカ）、酸化錫などの金属酸化物の微粒子にする。得られる複合粒子の表面性、機能性、複合化の容易さなどを勘案すると、他の微粒子は金属酸化物にする。また、金属酸化物のなかでも、酸化チタン、酸化亜鉛が好ましく、とりわけ酸化チタンが好ましい。 The features of the polycaproamide resin composite particles of the present invention vary widely depending on the characteristics of the other fine particles covering the surface of the fine particles of the polycaproamide resin. Other particulates, oxidation, titanium oxide, zirconium oxide, zinc oxide, aluminum oxide, magnesium oxide, iron oxide, copper oxide, silicon oxide (silica), to fine particles of a metal oxide such as tin oxide. Surface properties of the resulting composite particles, functional, In consideration of easiness of compounding, other fine particles in the metal oxide. Of the metal oxides, titanium oxide and zinc oxide are preferable, and titanium oxide is particularly preferable.
本発明に使用するポリカプロアミド樹脂の微粒子の相対粘度は、１．７０〜２．３５であり、好ましくは１．８０〜２．３０であるとよい。相対粘度が１．７０より低い場合、および２．３５より高い場合には、ポリカプロアミド樹脂の微粒子の多孔質性や真球性、粒径の均一性が損なわれ、この微粒子を用いて複合微粒子を製造すると形状や粒径が均一の複合微粒子が得られないことがある。なお、ポリカプロアミド樹脂の微粒子の相対粘度とは、９８％硫酸１００ｍＬにポリカプロアミド樹脂の微粒子１ｇを溶解した溶液を用い、２５℃でウベローデ粘度計によって測定した値のことを言う。 The relative viscosity of the fine particles of polycaproamide resin used in the present invention, 1. 70 to 2.35 Der is, good Mashiku may If it is from 1.80 to 2.30. When the relative viscosity is lower than 1.70 and higher than 2.35, the porosity, sphericity, and uniformity of particle size of the polycaproamide resin fine particles are impaired, and composites are formed using these fine particles. When fine particles are produced, composite fine particles having a uniform shape and particle size may not be obtained. The relative viscosity of the fine particles of polycaproamide resin refers to a value measured with an Ubbelohde viscometer at 25 ° C. using a solution of 1 g of fine particles of polycaproamide resin in 100 mL of 98% sulfuric acid.
また、本発明で使用するポリカプロアミド樹脂の微粒子の吸油量は、１００〜２００ｍＬ／１００ｇの範囲にあり、好ましくは１２０〜１８０ｍＬ／１００ｇの範囲にあるとよい。ポリカプロアミド樹脂の微粒子の吸油量がこの範囲からはずれると、複合化したときに他の微粒子による表面被覆性が悪くなり、化粧品原料として使用した時の感触が低減し、製品としての使用に耐えないことがある。ここでいう吸油量とは、ポリカプロアミド樹脂の微粒子を試料とし前述した方法により求められた値である。 Further, the oil absorption of the fine particles of polycaproamide resin used in the present invention is in the range of 1 00~200mL / 100g, good Mashiku is may be in the range of 120~180mL / 100g. If the amount of oil absorption of the fine particles of polycaproamide resin deviates from this range, the surface coverage with other fine particles deteriorates when compounded, and the feel when used as a cosmetic raw material is reduced and it can be used as a product. There may not be. The oil absorption herein is a value obtained by the above-described method using polycaproamide resin fine particles as a sample.
本発明で使用するポリカプロアミド樹脂の微粒子の平均粒子径は、他の微粒子と複合化して化粧品材料として使用する時の皮膚との接触感覚の観点から５〜２０μｍの範囲にする。この範囲からはずれると化粧品原料として使用した時の感触が低下する。より好ましい平均粒子径は５〜１７μｍであり、更に好ましくは５〜１５μｍの範囲にするとよい。 The average particle size of the fine particles of the polycaproamide resin used in the present invention is in the range of 5~20μm in terms of sense of touch with the skin when used as a cosmetic material is complexed with other particulate. It decreases the feel of when used as a cosmetic raw material out of this range. A more preferable average particle diameter is 5 to 17 μm, and further preferably 5 to 15 μm.
ポリカプロアミド樹脂複合微粒子を含む化粧品としては、例えば、ファンデーション、ほほ紅、アイシャドー、クレンジング剤、洗顔クリーム、日焼け止めクリーム、制汗剤、プレシェーブローション、アフターシェーブローション、おしろい、化粧水、パック、マッサージクリーム、乳液、モイスチャークリーム、美容液、口紅、アイライナー、ネイルエナメル、石鹸、入浴剤、シャンプー、リンス、ヘアートリートメント、サンオイル、脱色・脱毛クリーム、防虫ローション、防虫スプレー、ヘアリキッド、ポマード、ヘアカラー剤、オーデコロン、シャンプー、リンス、整髪剤、乳白液、ホワイトＵＶローションが好ましく挙げられるが、とりわけファンデーション、ほほ紅、アイシャドー、クレンジング剤、洗顔クリーム、日焼け止めクリーム、制汗剤、プレシェーブローション、乳白液、ホワイトＵＶローションが好ましい。 Cosmetics containing polycaproamide resin composite fine particles include, for example, foundation, blusher, eye shadow, cleansing agent, face washing cream, sunscreen cream, antiperspirant, pre-shave lotion, after shave lotion, fun, lotion, pack, massage Cream, milky lotion, moisture cream, essence, lipstick, eyeliner, nail enamel, soap, bath salt, shampoo, rinse, hair treatment, sun oil, depigmentation / hair removal cream, insect repellent lotion, insect repellent, hair liquid, pomade, hair color agents, eau de cologne, shampoo, rinse, hair styling agents, Chichishiroeki, but white UV lotion is preferably cited, et al., among others foundation, blusher, eye shadow, cleansing agents, cleansing cream, sunscreen Cream, antiperspirants, pre-shave lotion, Chichishiroeki, the White UV lotion preferable.
［参考例９］ ポリラウロアミド樹脂の微粒子（Ａ−９）の製造
無水ラウロラクタム１９０ｇ、流動パラフィン１２００ｍＬ、ステアリン酸カリウム３．８ｇを温度計、攪拌機、環流冷却器つきの４つ口フラスコに入れ、フラスコ内部を乾燥窒素で置換した後、１６０℃に加熱し、ラウロラクタムを流動パラフィンに溶解させた。当該溶液を１６０℃に保ちつつ、カプロラクタムカリウム塩７．６ｇ、三塩化リン１．１２ｇを添加し、２時間攪拌した。溶液を室温まで冷却後、当該溶液を濾過し、生成したポリラウロアミド樹脂の微粒子を単離した。当該粒子をｎ−ブタノールで洗浄後、更に水洗し、真空乾燥機で一晩真空乾燥し、１５０ｇのポリラウロアミド樹脂（Ｎ１２）の微粒子が得られた。得られたポリラウロアミド樹脂の微粒子（Ａ−９）の相対粘度は２．９１、平均粒子径は１５．１μｍ、吸油量は７５．２ｍＬ／１００ｇであった。
[Reference Example 9] Production of polylauramide resin fine particles (A-9) 190 g of anhydrous laurolactam, 1200 mL of liquid paraffin, and 3.8 g of potassium stearate were placed in a four-necked flask equipped with a thermometer, a stirrer, and a reflux condenser. After replacing the inside of the flask with dry nitrogen, the flask was heated to 160 ° C., and laurolactam was dissolved in liquid paraffin. While maintaining the solution at 160 ° C., 7.6 g of caprolactam potassium salt and 1.12 g of phosphorus trichloride were added and stirred for 2 hours. After cooling the solution to room temperature, the solution was filtered, and the resulting polylauramide resin microparticles were isolated. The particles were washed with n-butanol, further washed with water, and dried in a vacuum dryer overnight to obtain 150 g of polylauramide resin (N12) fine particles. The resulting polylauramide resin fine particles (A-9) had a relative viscosity of 2.91, an average particle size of 15.1 μm, and an oil absorption of 75.2 mL / 100 g.
得られたポリカプロアミド樹脂の微粒子（Ｂ−１）の相対粘度は１．９６、平均粒子径は１２．８μｍ、吸油量は１３９．８ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。 The resulting polycaproamide resin fine particles (B-1) had a relative viscosity of 1.96, an average particle size of 12.8 μm, and an oil absorption of 139.8 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
［参考例１１］ ポリカプロアミド樹脂の微粒子（Ｂ−２）の製造
参考例２で製造したポリカプロアミド樹脂（Ａ−２）を使用する以外は参考例１０と同様にしてポリカプロアミド樹脂の微粒子を製造した。得られたポリカプロアミド樹脂の微粒子（Ｂ−２）の相対粘度は１．９９、平均粒子径は１３．１μｍ、吸油量は１３９．４ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。
[Reference Example 11] Production of fine particles of polycaproamide resin (B-2) A polycaproamide resin was produced in the same manner as in Reference Example 10 except that the polycaproamide resin (A-2) produced in Reference Example 2 was used. Fine particles were produced. The resulting polycaproamide resin fine particles (B-2) had a relative viscosity of 1.99, an average particle size of 13.1 μm, and an oil absorption of 139.4 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
［参考例１２］ ポリカプロアミド樹脂の微粒子（Ｂ−３）の製造
参考例３で製造したポリカプロアミド樹脂（Ａ−３）を使用する以外は参考例１０と同様にしてポリカプロアミド樹脂の微粒子を製造した。得られたポリカプロアミド樹脂の微粒子（Ｂ−３）の相対粘度は２．２０、平均粒子径は１４．３μｍ、吸油量は１３０．６ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。
[Reference Example 12] Production of fine particles of polycaproamide resin (B-3) Polycaproamide resin was prepared in the same manner as in Reference Example 10 except that the polycaproamide resin (A-3) produced in Reference Example 3 was used. Fine particles were produced. The resulting polycaproamide resin fine particles (B-3) had a relative viscosity of 2.20, an average particle size of 14.3 μm, and an oil absorption of 130.6 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
［参考例１３］ ポリカプロアミド樹脂の微粒子（Ｂ−４）の製造
参考例４で製造したポリカプロアミド樹脂（Ａ−４）を使用する以外は参考例１０と同様にしてポリカプロアミド樹脂の微粒子を製造した。得られたポリカプロアミド樹脂の微粒子（Ｂ−４）の相対粘度は１．７６、平均粒子径は１４．４μｍ、吸油量は１２８．９ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。
Reference Example 13 Production of polycaproamide resin fine particles (B-4) Polycaproamide resin was prepared in the same manner as in Reference Example 10 except that the polycaproamide resin (A-4) produced in Reference Example 4 was used. Fine particles were produced. The resulting polycaproamide resin fine particles (B-4) had a relative viscosity of 1.76, an average particle size of 14.4 μm, and an oil absorption of 128.9 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
［参考例１４］ ポリカプロアミド樹脂の微粒子（Ｂ−５）の製造
参考例５で製造したポリカプロアミド樹脂（Ａ−５）を使用する以外は参考例１０と同様にしてポリカプロアミド樹脂の微粒子を製造した。得られたポリカプロアミド樹脂の微粒子（Ｂ−５）の相対粘度は２．００、平均粒子径は１４．１μｍ、吸油量は１２８．５ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。
Reference Example 14 Production of polycaproamide resin fine particles (B-5) Polycaproamide resin was prepared in the same manner as in Reference Example 10 except that the polycaproamide resin (A-5) produced in Reference Example 5 was used. Fine particles were produced. The obtained polycaproamide resin fine particles (B-5) had a relative viscosity of 2.00, an average particle size of 14.1 μm, and an oil absorption of 128.5 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
［参考例１５］ ポリカプロアミド樹脂の微粒子（Ｂ−６）の製造
参考例６で製造したポリカプロアミド樹脂（Ａ−６）を使用する以外は参考例１０と同様にしてポリカプロアミド樹脂の微粒子を製造した。得られたポリカプロアミド樹脂の微粒子（Ｂ−６）の相対粘度は１．９７、平均粒子径は１４．３μｍ、吸油量は１２８．７ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。
Reference Example 15 Production of polycaproamide resin fine particles (B-6) Polycaproamide resin was prepared in the same manner as in Reference Example 10 except that the polycaproamide resin (A-6) produced in Reference Example 6 was used. Fine particles were produced. The resulting polycaproamide resin fine particles (B-6) had a relative viscosity of 1.97, an average particle size of 14.3 μm, and an oil absorption of 128.7 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
［参考例１６］ ポリカプロアミド樹脂の微粒子（Ｂ−７）の製造
参考例７で製造したポリカプロアミド樹脂（Ａ−７）を使用する以外は参考例１０と同様にしてポリカプロアミド樹脂の微粒子を製造した。得られたポリカプロアミド樹脂の微粒子（Ｂ−７）の相対粘度は２．４０、平均粒子径は１５．５μｍ、吸油量は１１０．２ｍＬ／１００ｇであった。また水系溶剤への分散性は△であった。
Reference Example 16 Production of polycaproamide resin fine particles (B-7) Polycaproamide resin was prepared in the same manner as in Reference Example 10 except that the polycaproamide resin (A-7) produced in Reference Example 7 was used. Fine particles were produced. The resulting polycaproamide resin fine particles (B-7) had a relative viscosity of 2.40, an average particle size of 15.5 μm, and an oil absorption of 110.2 mL / 100 g. Further, the dispersibility in an aqueous solvent was Δ.
［参考例１７］ ポリカプロアミド樹脂の微粒子（Ｂ−８）の製造
参考例８で製造したポリカプロアミド樹脂（Ａ−８）を使用する以外は参考例１０と同様にしてポリカプロアミド樹脂の微粒子を製造した。得られたポリカプロアミド樹脂の微粒子（Ｂ−８）の相対粘度は１．６８、平均粒子径は１５．６μｍ、吸油量は１０８．９ｍＬ／１００ｇであった。また水系溶剤への分散性は△であった。
Reference Example 17 Production of polycaproamide resin fine particles (B-8) Polycaproamide resin was prepared in the same manner as in Reference Example 10 except that the polycaproamide resin (A-8) produced in Reference Example 8 was used. Fine particles were produced. The resulting polycaproamide resin fine particles (B-8) had a relative viscosity of 1.68, an average particle size of 15.6 μm, and an oil absorption of 108.9 mL / 100 g. Further, the dispersibility in an aqueous solvent was Δ.
得られたポリカプロアミド樹脂複合微粒子（Ｃ−１）の走査型電子顕微鏡写真を図３および４に示す。複合微粒子（Ｃ−１）は、ポリカプロアミド樹脂の微粒子の多孔質表面が酸化チタンで被覆され、表面が滑らかになっていることがわかる。ポリカプロアミド樹脂複合微粒子（Ｃ−１）の平均粒子径は１１．０μｍ、吸油量は８５．６ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。複合微粒子（Ｃ−１）の平均粒子径の方がもとのポリカプロアミド樹脂の微粒子（Ｂ−１）より小さくなっているが、恐らく酸化チタン微粒子がポリカプロアミド樹脂の微粒子の表面を被覆する際に圧力がかかるために微粒子のサイズが小さくなったものと推察される。 Scanning electron micrographs of the obtained polycaproamide resin composite fine particles (C-1) are shown in FIGS. It can be seen that the composite fine particles (C-1) have a smooth surface as the porous surface of the fine particles of the polycaproamide resin is coated with titanium oxide. The polycaproamide resin composite fine particles (C-1) had an average particle size of 11.0 μm and an oil absorption of 85.6 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○. The average particle size of the composite fine particles (C-1) is smaller than that of the original polycaproamide resin fine particles (B-1), but the titanium oxide fine particles probably cover the surfaces of the polycaproamide resin fine particles. It is presumed that the size of the fine particles was reduced due to the pressure applied.
得られたポリカプロアミド樹脂複合粒子（Ｃ−２）の平均粒子径は１１．３μｍ、吸油量は８５．３ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。 The resulting polycaproamide resin composite particles (C-2) had an average particle size of 11.3 μm and an oil absorption of 85.3 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
得られたポリカプロアミド樹脂複合粒子（Ｃ−３）の平均粒子径は１２．５μｍ、吸油量は７９．５ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。 The resulting polycaproamide resin composite particles (C-3) had an average particle size of 12.5 μm and an oil absorption of 79.5 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
得られたポリカプロアミド樹脂複合粒子（Ｃ−４）の平均粒子径は１２．６μｍ、吸油量は７８．１ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。 The resulting polycaproamide resin composite particles (C-4) had an average particle size of 12.6 μm and an oil absorption of 78.1 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
得られたポリカプロアミド樹脂複合粒子（Ｃ−５）の平均粒子径は１２．３μｍ、吸油量は７７．９ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。 The resulting polycaproamide resin composite particles (C-5) had an average particle size of 12.3 μm and an oil absorption of 77.9 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○ .
得られたポリカプロアミド樹脂複合粒子（Ｃ−６）の平均粒子径は１２．５μｍ、吸油量は７８．０ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。 The resulting polycaproamide resin composite particles (C-6) had an average particle size of 12.5 μm and an oil absorption of 78.0 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○ .
得られたポリカプロアミド樹脂複合微粒子（Ｃ−７）の平均粒子径は１１．５μｍ、吸量は８３．４ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。 The resulting polycaproamide resin composite fine particles (C-7) had an average particle size of 11.5 μm and an absorption of 83.4 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
得られたポリカプロアミド樹脂複合微粒子（Ｃ−８）の平均粒子径は１２．１μｍ、吸量は７９．７ｍＬ／１００ｇであった。また水系溶剤への分散性は○であった。 The resulting polycaproamide resin composite fine particles (C-8) had an average particle size of 12.1 μm and an absorption of 79.7 mL / 100 g. Further, the dispersibility in an aqueous solvent was ○.
得られたポリカプロアミド樹脂複合粒子（Ｃ−９）の平均粒子径は１４．０μｍ、吸油量は６３．２ｍＬ／１００ｇであった。また水系溶剤への分散性は△であった。 The obtained polycaproamide resin composite particles (C-9) had an average particle size of 14.0 μm and an oil absorption of 63.2 mL / 100 g. Further, the dispersibility in an aqueous solvent was Δ.
得られたポリカプロアミド樹脂複合粒子（Ｃ−１０）の平均粒子径は１４．１μｍ、吸油量は６０．９ｍＬ／１００ｇであった。また水系溶剤への分散性は△であった。 The resulting polycaproamide resin composite particles (C-10) had an average particle size of 14.1 μm and an oil absorption of 60.9 mL / 100 g. Further, the dispersibility in an aqueous solvent was Δ.
得られたポリラウロアミド樹脂複合粒子（Ｃ−１１）の平均粒子径は７．０μｍ、吸油量は６５．５ｍＬ／１００ｇであった。また水系溶剤への分散性は×であった。 The obtained polylauramide resin composite particles (C-11) had an average particle size of 7.0 μm and an oil absorption of 65.5 mL / 100 g. Further, the dispersibility in an aqueous solvent was x.
Claims (9)
［ＮＨ2］＋２．０×１０-5 ＜ ［ＣＯＯＨ］ （１） The polycaproamide resin fine particles have a polycaproamide in which the relationship between the terminal amino group concentration [NH 2 ] (mol / g) and the terminal carboxyl group concentration [COOH] (mol / g) satisfies the following formula (1): The polycaproamide resin composite fine particles according to claim 1 , which are fine particles obtained by heating and dissolving a resin in a polyhydric alcohol or a mixed solution of polyhydric alcohol and water and then cooling.
[NH 2 ] + 2.0 × 10 −5 <[COOH] (1)
［ＮＨ2］＋２．０×１０-5 ＜ ［ＣＯＯＨ］ （１） The polycaproamide resin fine particles have a polycaproamide in which the relationship between the terminal amino group concentration [NH 2 ] (mol / g) and the terminal carboxyl group concentration [COOH] (mol / g) satisfies the following formula (1): The method for producing polycaproamide resin composite fine particles according to claim 5 , wherein the resin is fine particles obtained by heating and dissolving a resin in a polyhydric alcohol or a mixed solution of polyhydric alcohol and water and then cooling.
[NH 2 ] + 2.0 × 10 −5 <[COOH] (1)
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| JP2014227471A (en) * | 2013-05-23 | 2014-12-08 | 宇部興産株式会社 | Method for manufacturing polyamide fine particle |
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