JP2021042373A - ペンダント光吸収体を有するポリアミドを含む粒子及び関連する方法 - Google Patents
ペンダント光吸収体を有するポリアミドを含む粒子及び関連する方法 Download PDFInfo
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- JP2021042373A JP2021042373A JP2020148001A JP2020148001A JP2021042373A JP 2021042373 A JP2021042373 A JP 2021042373A JP 2020148001 A JP2020148001 A JP 2020148001A JP 2020148001 A JP2020148001 A JP 2020148001A JP 2021042373 A JP2021042373 A JP 2021042373A
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- polyamide
- particles
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- nylon
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- 239000004952 Polyamide Substances 0.000 title claims abstract description 257
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- 238000000034 method Methods 0.000 title claims description 144
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- GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 claims description 4
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- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 claims description 4
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- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 claims description 4
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- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 4
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- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 claims description 4
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims description 4
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 claims description 4
- 150000002211 flavins Chemical class 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 claims 1
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- 239000002253 acid Substances 0.000 description 35
- 125000001931 aliphatic group Chemical group 0.000 description 28
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 26
- 239000005977 Ethylene Substances 0.000 description 26
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 20
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- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 16
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- CKMPIIPZKJISCU-UHFFFAOYSA-M sodium;4,8-diamino-1,5-dihydroxy-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].O=C1C2=C(N)C=C(S([O-])(=O)=O)C(O)=C2C(=O)C2=C1C(O)=CC=C2N CKMPIIPZKJISCU-UHFFFAOYSA-M 0.000 description 1
- UJTRRNALUYKHQE-UHFFFAOYSA-N sodium;diphenylmethylbenzene Chemical compound [Na+].C1=CC=CC=C1[C-](C=1C=CC=CC=1)C1=CC=CC=C1 UJTRRNALUYKHQE-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229950004959 sorbitan oleate Drugs 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
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- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 229960000943 tartrazine Drugs 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229920006344 thermoplastic copolyester Polymers 0.000 description 1
- 229920006345 thermoplastic polyamide Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
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Abstract
Description
定義及び試験方法
光吸収体変性ポリアミド
熱可塑性ポリマー粒子及び製造方法
OAMB−ポリアミド粒子の用途
例示的実施形態
節
Claims (20)
- ポリアミドであって、前記ポリアミドの骨格から垂下する光吸収体を有する、ポリアミド(OAMB−ポリアミド)と、前記OAMB−ポリアミドと不混和性である分散媒と、任意選択で、乳化安定剤と、を含む混合物を、前記OAMB−ポリアミドの融点又は軟化温度よりも高い温度、及び前記分散媒中に前記OAMB−ポリアミドを分散させるのに十分に高い剪断速度で混合することと、
前記OAMB−ポリアミドの前記融点又は軟化温度を下回るように前記混合物を冷却して、固化粒子を形成することであって、前記固化粒子は、前記OAMB−ポリアミド、及び存在する場合、前記固化粒子の外側表面と会合した前記乳化安定剤を含む、形成することと、を含む、方法。 - 前記乳化安定剤が、前記混合物中に含まれ、前記乳化安定剤が、前記固化粒子の外側表面と会合する、請求項1に記載の方法。
- 前記固化粒子の少なくとも一部が、空隙/ポリマー界面に前記乳化安定剤を含む空隙を有する、請求項2に記載の方法。
- 前記乳化安定剤が、ナノ粒子を含み、前記ナノ粒子が、前記空隙/ポリマー界面に埋め込まれる、請求項3に記載の方法。
- 前記空隙が、前記分散媒を含む、請求項3に記載の方法。
- 前記混合物が、前記OAMB−ポリアミドではない熱可塑性ポリマーを更に含む、請求項1に記載の方法。
- 前記混合物が、前記ポリアミドを更に含むが、前記ポリアミドから垂下する光吸収体を含まない、請求項1に記載の方法。
- 前記光吸収体が、ローダミン、フルオレセイン、クマリン、ナフタルイミド、ベンゾキサンテン、アクリジン、シアニン、オキサジン、フェナントリジン、ピロールケトン、ベンズアルデヒド、ポリメチン、トリアリールメタン、アントラキノン、ピラゾロン、キノフタロン、カルボニル染料、ジアゾ染料、ペルノン、ジケトピロロピロール(DPP)、ジオキサジン染料、フタロシアニン、インダンスレン、ベンズアントロン、ビオラントロン、アゾ染料、フタロシアニン染料、キナクリドン染料、アントラキノン染料、ジオキサジン染料、インジゴ染料、チオインジゴ染料、ペリノン染料、ペリレン染料、イソインドレン染料、芳香族アミノ酸、フラビン、ピリドキシルの誘導体、クロロフィルの誘導体、及びそれらの任意の組み合わせからなる群から選択されるファミリーからのものである、請求項1に記載の方法。
- 前記ポリアミドが、ポリカプロアミド、ポリ(ヘキサメチレンスクシンアミド)、ポリヘキサメチレンアジパミド、ポリペンタメチレンアジパミド、ポリヘキサメチレンセバカミド、ポリウンデカアミド、ポリドデカアミド、ポリヘキサメチレンテレフタルアミド、ナイロン10,10、ナイロン10,12、ナイロン10,14、ナイロン10,18、ナイロン6,18、ナイロン6,12、ナイロン6,14、ナイロン12,12、半芳香族ポリアミド、芳香族ポリアミド、それらの任意のコポリマー、及びそれらの任意の組み合わせからなる群から選択される、請求項1に記載の方法。
- 前記OAMB−ポリアミドが、前記ポリアミド及び前記光吸収体を連結するアルキルリンカーを含む、請求項1に記載の方法。
- 前記アルキルリンカーが、2〜18個の炭素を有する、請求項10に記載の方法。
- 前記アルキルリンカーが、2〜6個の炭素を有する、請求項10に記載の方法。
- OACTP粒子が、約0.1μm〜約125μmのD10、約0.5μm〜約200μmのD50、及び約3μm〜約300μmのD90を有し、D10<D50<D90である、請求項1に記載の方法。
- 前記OACTP粒子が、約0.2〜約10の直径スパンを有する、請求項1に記載の方法。
- ポリアミドであって、前記ポリアミドの骨格から垂下する光吸収体を有する、ポリアミド(OAMB−ポリアミド)を含み、約0.90〜約1.0の円形度を有する粒子を含む、組成物。
- 前記粒子が、前記OAMB−ポリアミドではない熱可塑性ポリマーを更に含む、請求項15に記載の組成物。
- 前記粒子が、前記ポリアミドを更に含むが、前記ポリアミドから垂下する光吸収体を含まない、請求項15に記載の組成物。
- 前記粒子が、前記粒子の外側表面と会合した乳化安定剤を更に含む、請求項15に記載の組成物。
- 前記粒子の少なくとも一部が、空隙/ポリマー界面に前記乳化安定剤を含む空隙を有する、請求項16に記載の組成物。
- 前記乳化安定剤が、前記固化粒子の前記表面の少なくとも50%を覆うコーティングを形成する、請求項16に記載の組成物。
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