JP4929176B2 - 熱安定性を改善する方法 - Google Patents
熱安定性を改善する方法 Download PDFInfo
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- JP4929176B2 JP4929176B2 JP2007538386A JP2007538386A JP4929176B2 JP 4929176 B2 JP4929176 B2 JP 4929176B2 JP 2007538386 A JP2007538386 A JP 2007538386A JP 2007538386 A JP2007538386 A JP 2007538386A JP 4929176 B2 JP4929176 B2 JP 4929176B2
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- 239000004952 Polyamide Substances 0.000 claims description 36
- 229920002647 polyamide Polymers 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 29
- 239000002657 fibrous material Substances 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 16
- 238000011282 treatment Methods 0.000 claims description 12
- -1 octamethylene group Chemical group 0.000 claims description 11
- 125000003277 amino group Chemical group 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 238000009980 pad dyeing Methods 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000000986 disperse dye Substances 0.000 claims description 4
- 239000000434 metal complex dye Substances 0.000 claims description 4
- 239000000985 reactive dye Substances 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 239000000835 fiber Substances 0.000 description 28
- 239000000243 solution Substances 0.000 description 13
- 238000004043 dyeing Methods 0.000 description 10
- 238000000465 moulding Methods 0.000 description 10
- 239000007864 aqueous solution Substances 0.000 description 8
- 238000004383 yellowing Methods 0.000 description 8
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 description 7
- 230000002087 whitening effect Effects 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000009998 heat setting Methods 0.000 description 4
- 238000005470 impregnation Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 210000002268 wool Anatomy 0.000 description 3
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 230000004792 oxidative damage Effects 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 229920002334 Spandex Polymers 0.000 description 1
- 241001584775 Tunga penetrans Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000002519 antifouling agent Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical group C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000009981 jet dyeing Methods 0.000 description 1
- NOUUUQMKVOUUNR-UHFFFAOYSA-N n,n'-diphenylethane-1,2-diamine Chemical compound C=1C=CC=CC=1NCCNC1=CC=CC=C1 NOUUUQMKVOUUNR-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/325—Amines
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
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- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/144—Alcohols; Metal alcoholates
- D06M13/148—Polyalcohols, e.g. glycerol or glucose
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- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
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- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/192—Polycarboxylic acids; Anhydrides, halides or salts thereof
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/325—Amines
- D06M13/338—Organic hydrazines; Hydrazinium compounds
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- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
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- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/6425—Compounds containing hydrazine or azo groups
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- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
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- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
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- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
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- D06P3/02—Material containing basic nitrogen
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- D06P3/02—Material containing basic nitrogen
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Description
染色工程の間及び後に、熱処理は許容できない色調の変化を引き起こし得る。
該繊維材料が式(1)
Y1−X−Y2 (1)
[式中、Xは2価の脂肪族基又は環状脂肪族基を表し、Y1及びY2は、互いに独立して、−OH、−CO−OR1、−NR1R2 又は−CO−NH−NR1R 2 (式中、R1及びR2は
、互いに独立して、水素原子;未置換の又は1個以上のヒドロキシ基、アミノ基若しくはカルボキシル基又はハロゲン原子で置換された炭素原子数1ないし12のアルキル基;未置換の又は1個以上のヒドロキシ基、アミノ基若しくはカルボキシル基又はハロゲン原子で置換された炭素原子数5ないし24のアリール基;未置換の又は1個以上のヒドロキシ基、アミノ基若しくはカルボキシル基又はハロゲン原子で置換された炭素原子数6ないし36のアラルキル基;或いは未置換の又は1個以上のヒドロキシ基、アミノ基若しくはカルボキシル基又はハロゲン原子で置換された炭素原子数5ないし24のシクロアルキル基を表す。)を表す。]で表される化合物を含む溶液で処理されるところの方法に関する。
を表す。
装置、ジェット染色装置又は循環染色装置を使用し得る。
る化合物を含む溶液で処理されるところの方法に関する。
本発明に従う繊維助剤は、更なる添加剤として、例えば、湿潤剤、分散剤又はpH調節
剤を含み得る。
(a)増白工程
PA6.6(ポリアミド6.6)のテクスチャード加工されたトリコットを、2.0%ユビテックス(登録商標:Uvitex)NFW液(蛍光増白剤、チバスペシャルティケミカルズ社製)及びウルトラボン(登録商標:Ultravon)EL(分散剤、チバスペシャルティケミカルズ社製)1.0g/Lを含む水溶液で浸染法(exhaust process)により処理した。pHは酢酸で4.5に調整した。
溶液比 1:20、30分/95℃
(b)助剤の適用
増白された繊維を、異なった量のアジピン酸ジヒドラジドを含む水溶液でパッド染色法により処理した。
溶液含浸量 100%;70℃で乾燥
ガンツ(Ganz)に従う白色度:230
該繊維をその後、成形試験(30s/210℃及び60s/210℃)に付した;成形試験後に測定された白色度の値を表1に示した。
PA6.6のテクスチャード加工されたトリコットを、0.02%テクチロン(登録商標:Tectilon)Red2B(チバスペシャルティケミカルズ社製)を含む水溶液で浸染法(exhaust process)により染色した。
該繊維をその後、アジピン酸ジヒドラジド20g/Lを含む水溶液でパッド染色法により処理し(溶液含浸量 100%;pH=4ないし5)、120℃で2分間乾燥し、その
後、異なった条件下におけるヒートセットに付した。表2に、対照(未処理の染色された繊維)との比較における色調(DEF値)のずれを示した。
PA6.6のテクスチャード加工されたトリコットを、0.65%テラシル(登録商標:Terasil)Flavin8GFF(チバスペシャルティケミカルズ社製)を含む水溶液で浸染法(exhaust process)により染色した。
該繊維をその後、アジピン酸ジヒドラジド20g/Lを含む水溶液でパッド染色法により処理し(溶液含浸量 100%;pH=4ないし5)、120℃で2分間乾燥し、その後、異なった条件下におけるヒートセットに付した。表3に、対照(未処理の染色された繊維)との比較における色調(DEF値)のずれを示した。
PA6.6のテクスチャード加工されたトリコットを、実施例3に記載されているのと同様にして、アジピン酸ジヒドラジド20g/Lを含む水溶液でパッド染色法により処理し(溶液含浸量 100%;pH=4ないし5)、120℃で2分間乾燥し、その後、異なった条件下におけるヒートセットに付した。表4に、対照(未処理の繊維)との比較に
おける白色度の値(ガンツ)を示した。
実施例4に記載されたと同様にして、PA6.6のテクスチャード加工されたトリコットを、アジピン酸ジヒドラジド(ADH)20g/Lを含む水溶液でパッド染色法により処理した。処理された繊維の試料をその後、3回、6回及び10回洗浄した。
成形試験後、ガンツに従う白色度を測定した(表5)。
実施例2に記載されたと同様にして、PA6.6のテクスチャード加工されたトリコットを、テクチロン(登録商標:Tectilon)Red2Bで染色し、その後アジピン酸ジヒドラジドで処理した。成形試験後、対照(未処理の染色された繊維)との比較における色調(DEF値)のずれを測定した(表6)。
実施例4に記載されたと同様にして、PA6.6のテクスチャード加工されたトリコットを、テラシル(登録商標:Terasil)Flavin8GFFで染色し、その後アジピン酸ジヒドラジドで処理した。成形試験後、対照(未処理の染色された繊維)との比較における色調(DEF値)のずれを測定した(表7)。
PA6.6のテクスチャード加工されたトリコット(白色製品)を、実施例4に記載されているのと同様にして、アジピン酸ジヒドラジドで処理した。成形試験後、対照(未処理の繊維)との比較における白色度(ガンツ)を測定した(表8)。
実施例1に記載されているのと同様にして、PA6.6(ポリアミド6.6)のテクスチャード加工されたトリコットを、ユビテックス(登録商標:Uvitex)NFW液で蛍光増白し、その後アジピン酸ジヒドラジドで処理し、60℃で乾燥し、その後、異なった条件下におけるヒートセットに付した。表9に、対照(ADH処理されていない蛍光増白された繊維)との比較におけるガンツに従って測定された白色度の値を示す。
実施例1に記載されているのと同様にして、PA6.6(ポリアミド6.6)のテクスチャード加工されたトリコットを、浸染法(exhaust process)によりユビテックス(登録商標:Uvitex)NFW液で蛍光増白した。該繊維をその後、2.0%N,N´−ジフェニルエチレンジアミン(DPEDA)を含む水溶液で浸染法(exhaust process)により処理し(pH=5.0;溶液比 1:20;30分/98℃)、その後、異なった条件下におけるヒートセットに付した。表10に、対照(DPEDA処理されていない蛍光増白された繊維)との比較におけるガンツに従って測定された白色度の値を示す。
Claims (9)
- 染色されていない又は蛍光増白された、天然又は合成ポリアミド繊維材料の熱安定性を改善する方法であって、
該繊維材料を式(1)
Y1−X−Y2 (1)
[式中、Xは2価の脂肪族基又は環状脂肪族基を表し、Y1及びY2は、互いに独立して、−OH、−CO−OR1、−NR1R2 又は−CO−NH−NR1R 2 (式中、R1及びR2は
、互いに独立して、水素原子;未置換の又は1個以上のヒドロキシ基、アミノ基若しくはカルボキシル基又はハロゲン原子で置換された炭素原子数1ないし12のアルキル基;未置換の又は1個以上のヒドロキシ基、アミノ基若しくはカルボキシル基又はハロゲン原子で置換された炭素原子数5ないし24のアリール基;未置換の又は1個以上のヒドロキシ基、アミノ基若しくはカルボキシル基又はハロゲン原子で置換された炭素原子数6ないし36のアラルキル基;或いは未置換の又は1個以上のヒドロキシ基、アミノ基若しくはカルボキシル基又はハロゲン原子で置換された炭素原子数5ないし24のシクロアルキル基を表す。)を表す。]で表される化合物を含む溶液で処理するところの方法。 - Xがエチレン基、テトラメチレン基、ヘキサメチレン基又はオクタメチレン基である式(1)で表される化合物の使用を含む請求項1記載の方法。
- Y1及びY2が−NR1R2 又は−CO−NH−NR1R 2 (式中、R1及びR2は、水素原子、炭素原子数1ないし12のアルキル基又は炭素原子数5ないし24のアリール基を表す。)である式(1)で表される化合物の使用を含む請求項1記載の方法。
- Y1及びY2が−NR1R2 又は−CO−NH−NR1R 2 (式中、R1及びR2は、水素原子、メチル基又はフェニル基を表す。)である式(1)で表される化合物の使用を含む請求項1記載の方法。
- 式(1)で表される化合物が、0.1g/Lないし100g/Lの量で溶液中に存在する請求項1ないし5の何れか1項に記載の方法。
- 式(1)で表される化合物を含む溶液での繊維材料の処理がパッド染色法により行なわれる請求項1ないし6の何れか1項に記載の方法。
- 蛍光増白されたポリアミド繊維材料が処理される請求項1ないし7の何れか1項に記載の方法。
- 染色されていない、蛍光増白された、又は金属錯体染料を除く反応染料又は分散染料で染色された、天然又は合成ポリアミド繊維材料のオゾン堅牢度、NO X 堅牢度又は塩素堅牢
度を改善する方法であって、該繊維材料が請求項1記載の式(1)で表される化合物を含む溶液で処理されるところの方法。
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CN105133313B (zh) * | 2015-10-15 | 2017-09-19 | 东华大学 | 一种用于尼龙的抗黄变剂 |
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US3585200A (en) * | 1966-06-09 | 1971-06-15 | Pennwalt Corp | 4,4'-alkylene bis(semicarbazide) and derivatives thereof |
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