JP2019503405A - 着色剤を充填した球形粒子 - Google Patents
着色剤を充填した球形粒子 Download PDFInfo
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- JP2019503405A JP2019503405A JP2018524363A JP2018524363A JP2019503405A JP 2019503405 A JP2019503405 A JP 2019503405A JP 2018524363 A JP2018524363 A JP 2018524363A JP 2018524363 A JP2018524363 A JP 2018524363A JP 2019503405 A JP2019503405 A JP 2019503405A
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- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 3
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- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 description 3
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- QTMKCINNZVKHJT-UHFFFAOYSA-N azane;3-[[ethyl-[4-[[4-[ethyl-[(3-sulfophenyl)methyl]amino]phenyl]-(2-sulfophenyl)methylidene]cyclohexa-2,5-dien-1-ylidene]azaniumyl]methyl]benzenesulfonate Chemical compound N.C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S(O)(=O)=O)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 QTMKCINNZVKHJT-UHFFFAOYSA-N 0.000 description 2
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- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 235000013976 turmeric Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 235000008210 xanthophylls Nutrition 0.000 description 1
- 150000003735 xanthophylls Chemical class 0.000 description 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
- 150000004798 β-ketoamides Chemical class 0.000 description 1
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Abstract
Description
インク及び塗料の分野では、Vincentらによる特許文献1のように、0.05〜0.3ミクロンのサブミクロンサイズの有機ポリマーカプセルでのカプセル化を挙げることができる。しかしながら、重合に由来するモノマー残余又は合成溶媒が依然として存在し、その用途、特に農業食品又は化粧品に悪影響を及ぼし得る。これに加えて、分解抵抗性及び着色剤を保持するこれらのポリマーカプセルの能力は、必ずしも最適ではない。
(1)粒子の3次元網の1つ以上の前駆体を含む液体溶液を、所定の溶媒中モル濃度で反応器内に噴霧し、溶液の液滴のミストを得る段階であって、液体溶液はさらに少なくとも1つの上記の着色剤を含む、段階、
(2)段階(1)で得られたミストを、溶媒及び揮発性化合物の蒸発及び粒子の形成を確実にすることができる乾燥温度として知られる温度に加熱する段階、
(3)そのように形成された粒子を、1つ又は複数の前駆体を転化して上記組織の無機部分を形成することを確実にすることができる(熱分解温度として知られる)温度に加熱する段階、
(4)任意に、段階(3)からの粒子を高密度化する段階、及び
(5)そのように形成された粒子を回収する段階。
MZn(1)、
Lm xMZn−mx(2)、
R’x’SiZ4−x’(3)、又は
Z3Si−R’’−SiZ3(4)
を有する、金属アルコキシド又はハライド、好ましくは金属アルコキシド、又は金属アルキニルから選択され、
式(1)、(2)、(3)及び(4)において、
MはSi(IV)を表し、括弧内の数字はM原子の価数であり;
nはM原子の価数を表し;
xは1〜n−1の整数であり;
x’は1〜3の整数であり;
各Zは、互いに独立して、ハロゲン原子及び−OR基から選択され、Zは好ましくは−OR基であり;
Rは、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、s−ブチル基又はt−ブチル基など、1〜4の炭素原子を好ましくは含むアルキル基を表し、好ましくはメチル基、エチル基又はi−プロピル基、さらに望ましくはエチル基であり;
各R’は、互いに独立して、アルキル基、特にC1−4アルキル基、例えばメチル、エチル、プロピル又はブチルなど;アルケニル基、特にC2−4アルケニル基、例えばビニル、1−プロペニル、2−プロペニル及びブテニルなど;アルキニル基、特にC2−4アルキニル基、例えばアセチレニル及びプロパルギルなど;アリール基、特にC6−10アリール基、例えばフェニル及びナフチルなど;例えばメタクリルオキシプロピルなどのメタクリル又はメタクリルオキシ(C1−10アルキル)基;アルキル基がC1−10の直鎖状、分岐状又は環状であり、アルコキシ基が例えばグリシジル及びグリシジルオキシ(C1−10アルキル)基などの1〜10の炭素原子を含む、エポキシアルキル又はエポキシアルコキシアルキル基;例えば3−クロロプロピルなどのC2−10ハロゲノアルキル基;例えばペルフルオロプロピルなどのC2−10ペルハロゲノアルキル基;例えばメルカプトプロピルなどのC2−10メルカプトアルキル基;例えば3−アミノプロピルなどのC2−10アミノアルキル基;例えば3−[(2−アミノエチル)アミノ]プロピルなどの(C2−10アミノアルキル)アミノ(C2−10アルキル)基;例えば3−[ジエチレントリアミノ]プロピル及びイミダゾリル−(C2−10アルキル)基などのジ(C2−10アルキレン)トリアミノ(C2−10アルキル)基;から選択される非加水分解性基を表し;
Lは、単座又は多座、好ましくは多座配位の配位子、例えば、好ましくは酢酸などのC1−18カルボン酸、好ましくはアセチルアセトンなどのC5−20β−ジケトン、好ましくはメチルアセトアセテートなどのC5−20β−ケトエステル、好ましくはN−メチルアセトアセトアミドなどのC5−20β−ケトアミド、好ましくは乳酸又はサリチル酸などのC3−20α−又はβ−ヒドロキシ酸、アラニンなどのアミノ酸、ジエチレントリアミン(又はDETA)などのポリアミン、又はホスホン酸もしくはホスホネートを表し;
mは配位子Lの水酸化指数を表し;そして
R’’は、好ましくはC1−12アルキレン基、例えばメチレン、エチレン、プロピレン、ブチレン、ヘキシレン、オクチレン、デシレン及びドデシレンなど;好ましくはC2−12アルキニレン基、例えばアセチレニレン(−C≡C−)、−C≡C−C≡C−、及び−C≡C−C6H4−C≡C−など;例えばN,N−ジエチレンアミノなどのN,N−ジ(C2−10アルキレン)アミノ基;例えばビス[N−(3−プロピレン)−N−メチレンアミノ]などのビス[N,N−ジ(C2−10アルキレン)アミノ]基;例えばメルカプトプロピレンなどのC2−10メルカプトアルキレン;例えばプロピレン−ジスルフィド又はプロピレン−テトラスルフィドなどの(C2−10アルキレン)ポリスルフィド基;特にビニレンなどのC2−4アルキニレン基;特にフェニレンなどのC6−10アリーレン基;例えばジ(エチレン)フェニレンなどのジ(C2−10アルキレン)C6−10アリーレン基;例えばN,N’−ジプロピレンウレイドなどのN,N’−ジ(C2−10アルキレン)ウレイド基;及び以下の基:
・例えば[化1](n=1〜4)などのチオフェン型基、
・例えば−(CH2)p−X−(CH2)p−、−(CH2)p−C6H4−X−C6H4−(CH2)p−、−C6H4−X−C6H4−、及び−[(CH2)p−X]q(CH2)p−(XはO又はSを表し、p=1〜4及びq=2〜10である)などの、C2−50脂肪族及びアリール(ポリ)エーテル又は(ポリ)チオエーテル型基、
・例えば[化2]などのクラウンエーテル型基、
・例えば−CH2CH2−SiMe2−C6H4−SiMe2−CH2CH2−、−CH2CH2−SiMe2−C6H4−O−C6H4−SiMe2−CH2CH2−及び−CH2CH2−SiMe2−C2H4−SiMe2−CH2CH2−などの、オルガノシラン型基、
・[化3]、あるいは
・トランス−1,2−ビス(4−ピリジルプロピル)エテン型基[化4]、
から選択される非加水分解性官能基を表す。
溶液の調製:以下の化合物を、磁気攪拌しながら、所定の順番でビーカーに添加した:酢酸水溶液70.7g、エタノール14.0gを伴うTEOS14g(すなわち、シリカ4.04g、得られる粒子の75%)。次いで、その溶液を少なくとも1時間撹拌して、TEOSの加水分解−縮合を可能にした。1.35gの有機着色剤の塊(得られる粒子の25%)をゾルに添加した。
15.6gの実施例1の粒子の塊を、80.6gの水−アルコール溶液及び0.4gのアンモニア中で磁気攪拌により分散させた。3.4gのTEOSの塊を徐々に添加した。TEOSの加水分解縮合には、少なくとも1時間のエイジングが必要であった。
0.25gの実施例2の微粒子の塊(24%の着色剤を有する)を、20g/Lの微粒子濃度でエタノール中に分散させた。溶液を遠心分離した。沈殿物を乾燥させ、上清をUV−可視分光法によって分析した。上清は0.1g/Lの着色剤を含み、すなわち、2質量%の放出であった。
2 中間部
3 上部
Claims (13)
- 無機粒子のセットであって、前記粒子が球形、高密度及びマイクロメートルサイズであり、前記粒子の質量に対して5〜30質量%の量で有機着色剤を含むことを特徴とする、粒子のセット。
- 前記粒子は、0.75以上の球形度係数を有する、請求項1に記載の粒子のセット。
- 前記粒子は、0.3〜10マイクロメートルの直径を有する、請求項1又は2に記載の粒子のセット。
- 前記粒子は、少なくとも部分的に、無機成分、好ましくは金属酸化物、有利にはアルミナ、特に非晶質又は結晶質アルミナ、ベーマイト、ケイ酸塩、シリカ、特に非晶質シリカ、又はムライトからなる3次元組織を有する、請求項1から3の何れか一項に記載の粒子のセット。
- 前記粒子は、シリカ又はケイ酸ナトリウムの粒子である、請求項1から4の何れか一項に記載の粒子のセット。
- 前記粒子は、1つ以上の有機着色剤を含む、請求項1から5の何れか一項に記載の粒子のセット。
- 請求項1から5の何れか一項に記載の粒子のセットとマトリックスとを含む、材料。
- 前記マトリックスは、塗料のポリマーマトリックス、ゾル−ゲル又はワニスタイプの層、又はそれらの混合物である、請求項7に記載の材料。
- 前記材料は、製紙、塗料、農業食品、化粧品又は医薬品における使用を対象とする、請求項7又は8に記載の材料。
- 前記材料は、インク配合物である、請求項7から9の何れか一項に記載の材料。
- 同じ反応器中で以下の分離できない連続段階:
(1)粒子の3次元組織の1つ以上の前駆体を含む液体溶液を、所定の溶媒中モル濃度で反応器内に噴霧し、溶液の液滴のミストを得る段階であって、前記液体溶液はさらに少なくとも1つの着色剤を含む、段階、
(2)前記ミストを、溶媒の蒸発及び粒子の形成を確実にすることができる乾燥温度として知られる温度に加熱する段階、
(3)これらの粒子を、1つ又は複数の前記前駆体を転化して前記組織の無機部分を形成することを確実にすることができる熱分解温度として知られる温度に加熱する段階、
(4)任意に、前記粒子を高密度化する段階、及び
(5)そのように形成された前記粒子を回収する段階、
を含む、粒子のセットの調製プロセスであって、
段階(2)、(3)及び場合により(4)を同じ反応器中で実施する、プロセス。 - −噴霧段階(1)は、10〜40℃の温度で、及び/又は好ましくは10秒以下、特に5秒以下の時間の間に実施され、及び/又は
−加熱段階(2)は、40〜120℃の温度で、及び/又は好ましくは10秒以下、特に1〜10秒の時間の間に実施され、及び/又は
−熱分解段階として知られる段階(3)は、120〜300℃の温度で、及び/又は好ましくは30秒以下、特に10〜30秒の時間の間に実施され、及び/又は
−任意の高密度化段階(4)は、200〜600℃の温度で実施されることを特徴とする、請求項11に記載のプロセス。 - 前記プロセスの段階(1)で導入される有機着色剤の量は、粒子中に存在する着色剤の量が、得られる粒子の重量に対して5〜35重量%、好ましくは5〜30重量%、より具体的には10〜30重量%であるようにされることを特徴とする、請求項11又は12に記載のプロセス。
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JP2021185248A (ja) * | 2015-11-12 | 2021-12-09 | ピロット | 着色剤を充填した球形粒子 |
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Also Published As
Publication number | Publication date |
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CN108779343A (zh) | 2018-11-09 |
JP2021185248A (ja) | 2021-12-09 |
FR3043683A1 (fr) | 2017-05-19 |
JP7382715B2 (ja) | 2023-11-17 |
CA3004343A1 (fr) | 2017-05-18 |
US11208560B2 (en) | 2021-12-28 |
US20190100657A1 (en) | 2019-04-04 |
WO2017081427A1 (fr) | 2017-05-18 |
EP3374436A1 (fr) | 2018-09-19 |
FR3043683B1 (fr) | 2019-04-12 |
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