JP7485338B2 - トリス(2,3-ジブロモプロピル)イソシアヌレートの凝集抑制剤 - Google Patents
トリス(2,3-ジブロモプロピル)イソシアヌレートの凝集抑制剤 Download PDFInfo
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- JP7485338B2 JP7485338B2 JP2020071526A JP2020071526A JP7485338B2 JP 7485338 B2 JP7485338 B2 JP 7485338B2 JP 2020071526 A JP2020071526 A JP 2020071526A JP 2020071526 A JP2020071526 A JP 2020071526A JP 7485338 B2 JP7485338 B2 JP 7485338B2
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- dibromopropyl
- isocyanurate
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000003311 flocculating effect Effects 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- CAYGQBVSOZLICD-UHFFFAOYSA-N hexabromobenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1Br CAYGQBVSOZLICD-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 235000010420 locust bean gum Nutrition 0.000 description 1
- 239000000711 locust bean gum Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 210000000050 mohair Anatomy 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- JSJUBNHZCFKUKY-UHFFFAOYSA-N naphthalen-2-yl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=C2C=CC=CC2=CC=1)(=O)OC1=CC=CC=C1 JSJUBNHZCFKUKY-UHFFFAOYSA-N 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920005646 polycarboxylate Chemical class 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920006306 polyurethane fiber Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- LTURHSAEWJPFAA-UHFFFAOYSA-N sulfuric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OS(O)(=O)=O.NC1=NC(N)=NC(N)=N1 LTURHSAEWJPFAA-UHFFFAOYSA-N 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- KOWVWXQNQNCRRS-UHFFFAOYSA-N tris(2,4-dimethylphenyl) phosphate Chemical compound CC1=CC(C)=CC=C1OP(=O)(OC=1C(=CC(C)=CC=1)C)OC1=CC=C(C)C=C1C KOWVWXQNQNCRRS-UHFFFAOYSA-N 0.000 description 1
- BHYQWBKCXBXPKM-UHFFFAOYSA-N tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate Chemical compound BrCC(CBr)(CBr)COP(=O)(OCC(CBr)(CBr)CBr)OCC(CBr)(CBr)CBr BHYQWBKCXBXPKM-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Fireproofing Substances (AREA)
- Polyethers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
で表される界面活性剤を含有する、トリス(2,3-ジブロモプロピル)イソシアヌレートの凝集抑制剤。
で表される界面活性剤を含有する、液体組成物。
本発明は、その一態様において、一般式(1):
本発明は、その一態様において、トリス(2,3-ジブロモプロピル)イソシアヌレート、及び本発明の界面活性剤を含有する、液体組成物(本明細書において、「本発明の液体組成物」と示すこともある。)に関する。以下、これについて説明する。
本発明は、その一態様において、ポリエステル繊維の処理方法、難燃性ポリエステル繊維の製造方法、難燃性ポリエステル繊維等に関する。以下にこれらについて説明する。
トリブロック共重合体として、日油株式会社製プロノン104(平均分子量1,670、EO付加率40%)230g及び尿素5.75g、リン酸(85%)0.75gを500mLフラスコに仕込み、窒素気流下にて120~130℃×1時間加熱攪拌し脱水を行った。脱水後、スルファミン酸13.5gを仕込み、窒素気流下にて110℃×5時間加熱攪拌し、末端水酸基を硫酸化した。
トリブロック共重合体として、青木油脂株式会社製ブラウノンP-174(平均分子量2,800、EO付加率40%)236.2g及び尿素5.90gを500mLフラスコに仕込み、窒素気流下にて120~130℃×1時間加熱攪拌し脱水を行った。脱水後、スルファミン酸7.9gを仕込み、窒素気流下にて120℃×5時間加熱攪拌し、末端水酸基を硫酸化した。
トリブロック共重合体として、青木油脂株式会社製ブラウノンP-172(平均分子量2,100、EO付加率20%)235g及び尿素5.88gを500mLフラスコに仕込み、窒素気流下にて120~130℃×1時間加熱攪拌し脱水を行った。脱水後、スルファミン酸9.13gを仕込み、窒素気流下にて120℃×5時間加熱攪拌し、末端水酸基を硫酸化した。
トリブロック共重合体として、第一工業製薬株式会社製エパン450(平均分子量2,400、EO付加率50%)235g及び尿素5.88gを500mLフラスコに仕込み、窒素気流下にて120~130℃×1時間加熱攪拌し脱水を行った。脱水後、スルファミン酸5.50gを仕込み、窒素気流下にて120℃×5時間加熱攪拌し、末端水酸基を硫酸化した。
トリブロック共重合体として、第一工業製薬株式会社製エパン710(平均分子量2,200、EO付加率10%)235g及び尿素5.88gを500mLフラスコに仕込み、窒素気流下にて120~130℃×1時間加熱攪拌し脱水を行った。脱水後、スルファミン酸12.50gを仕込み、窒素気流下にて120℃×5時間加熱攪拌し、末端水酸基を硫酸化した。
トリブロック共重合体として、第一工業製薬株式会社製エパン785(平均分子量13,300、EO付加率85%)235g及び尿素5.88gを500mLフラスコに仕込み、窒素気流下にて120~130℃×1時間加熱攪拌し脱水を行った。脱水後、スルファミン酸1.35gを仕込み、窒素気流下にて120℃×5時間加熱攪拌し、末端水酸基を硫酸化した。
上記アニオン性活性剤、その他界面活性剤及びシリコン系消泡剤を溶解させた水にトリス(2,3-ジブロモプロピル)イソシアヌレートを添加し、この混合物をビーズミル(直径1.0-1.4mmガラスビーズ使用、アイメックス(株)製)にて、回転数2,000rpmで10-20パス循環処理を行い、均一な白色分散物を得た。さらに水で希釈した水溶性高分子増粘剤(キサンタンガム)水溶液を加えて均一撹拌し、難燃加工剤であるスラリー1~12を調整した。スラリー1~12の分散処方を下記表1に示す。
上記表1のスラリーを用いて、染色工程における高温/高圧下での分散安定性の評価を行った。評価は、通常の加工条件よりも高濃度の難燃加工剤(スラリー)及び染料を使用した空焚き試験により行うこととした。
(1)内容物をNo.5A濾紙で減圧濾過し、濾紙上に残る凝集物の量を確認した。
(2)ポッド内壁に付着した凝集物の状態を確認した。
上記表1のスラリーを使用し、ポリエステル繊維を難燃加工し、得られた難燃性ポリエステル繊維の難燃性を確認した。使用した試験布としては、難燃化処理が非常に困難であるレギュラーポリエステル(Reg-PET)とカチオン可染性ポリエステル(CDP)とから構成された、目付量135g/m2であるカーテン用ポリエステル生地(Reg-PET/CDP=60/40)を使用した。
・ カヤロンマイクロエステル レッドAQ-LE(分散染料、日本化薬株式会社製) 0.1% o.w.f.
・ カヤロンマイクロエステル ブルーAQ-LE(分散染料、日本化薬株式会社製) 0.1% o.w.f.
・ カヤロンマイクロエステル イエローAQ-LE(分散染料、日本化薬株式会社製) 0.1% o.w.f.
・ カヤクリル レッドGL-ED(カチオン染料、日本化薬株式会社製) 0.1% o.w.f.
・ カヤクリル ブルーGSL-ED(カチオン染料、日本化薬株式会社製) 0.1% o.w.f.
・ カヤクリル イエロー3RL-ED(カチオン染料、日本化薬株式会社製) 0.1% o.w.f.
・ 80%-酢酸(pH調整剤) 0.5g/L
・ 難燃加工剤(スラリー1~8) 20% o.w.f。
・ ハイドロサルファイトナトリウム 2.0g/L
・ ソーダ灰 2.0g/L。
Claims (9)
- 前記EO付加率が20~55%である、請求項1に記載の凝集抑制剤。
- 前記界面活性剤の平均分子量が1000~20000である、請求項1又は2に記載の凝集抑制剤。
- 前記ポリエステル繊維がカチオン可染ポリエステルを含む、請求項4に記載の液体組成物。
- ポリエステル繊維難燃処理用、及び/またはポリエステル繊維染色処理用である、請求項4又は5に記載の液体組成物。
- 請求項4~6のいずれかに記載の液体組成物をポリエステル繊維に接触させることを含む、ポリエステル繊維の処理方法。
- 請求項4~6のいずれかに記載の液体組成物をポリエステル繊維に接触させることを含む、難燃性ポリエステル繊維の製造方法。
- 請求項8に記載の方法で製造された難燃性ポリエステル繊維。
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011032588A (ja) | 2009-07-29 | 2011-02-17 | Komatsu Seiren Co Ltd | ポリエステル系繊維品の難燃加工剤と難燃加工方法 |
JP2012241299A (ja) | 2011-05-20 | 2012-12-10 | Nicca Chemical Co Ltd | 難燃性ポリエステル系繊維製品の製造方法 |
JP2013007151A (ja) | 2011-05-24 | 2013-01-10 | Nicca Chemical Co Ltd | ポリエステル系繊維用難燃加工剤、ポリエステル系繊維の難燃加工方法、および難燃性ポリエステル系繊維製品 |
JP2014055259A (ja) | 2012-09-13 | 2014-03-27 | Nicca Chemical Co Ltd | ポリエステル繊維用難燃加工剤、及びそれを用いた難燃性ポリエステル繊維製品の製造方法 |
JP2014152415A (ja) | 2013-02-08 | 2014-08-25 | Matsumoto Yushi Seiyaku Co Ltd | 繊維用難燃加工薬剤、難燃性繊維の製造方法及び難燃性繊維 |
JP2014224336A (ja) | 2013-04-25 | 2014-12-04 | 松本油脂製薬株式会社 | 難燃性繊維の製造方法、繊維用難燃加工薬剤及び繊維用難燃加工助剤 |
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Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011032588A (ja) | 2009-07-29 | 2011-02-17 | Komatsu Seiren Co Ltd | ポリエステル系繊維品の難燃加工剤と難燃加工方法 |
JP2012241299A (ja) | 2011-05-20 | 2012-12-10 | Nicca Chemical Co Ltd | 難燃性ポリエステル系繊維製品の製造方法 |
JP2013007151A (ja) | 2011-05-24 | 2013-01-10 | Nicca Chemical Co Ltd | ポリエステル系繊維用難燃加工剤、ポリエステル系繊維の難燃加工方法、および難燃性ポリエステル系繊維製品 |
JP2014055259A (ja) | 2012-09-13 | 2014-03-27 | Nicca Chemical Co Ltd | ポリエステル繊維用難燃加工剤、及びそれを用いた難燃性ポリエステル繊維製品の製造方法 |
JP2014152415A (ja) | 2013-02-08 | 2014-08-25 | Matsumoto Yushi Seiyaku Co Ltd | 繊維用難燃加工薬剤、難燃性繊維の製造方法及び難燃性繊維 |
JP2014224336A (ja) | 2013-04-25 | 2014-12-04 | 松本油脂製薬株式会社 | 難燃性繊維の製造方法、繊維用難燃加工薬剤及び繊維用難燃加工助剤 |
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