CA2830147A1 - Procede pour la teinture de fibres d'aramide et fibres d'aramide teintees - Google Patents

Procede pour la teinture de fibres d'aramide et fibres d'aramide teintees Download PDF

Info

Publication number: CA2830147A1
Authority: CA; Canada
Prior art keywords: dyeing; dye; aramid fibers; aramid; dyed
Prior art date: 2011-03-30
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Abandoned

Application number

CA2830147A

Other languages

English (en)

Inventor

Norihiro OIWA

Kazuki Imai

Shohei SAYAMA

Takahiro Ito

Akira Yasui

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Tokai Senko KK

Original Assignee

Tokai Senko KK

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2011-03-30

Filing date

2012-03-29

Publication date

2012-10-04

2012-03-29 Application filed by Tokai Senko KK filed Critical Tokai Senko KK

2012-10-04 Publication of CA2830147A1 publication Critical patent/CA2830147A1/fr

Status Abandoned legal-status Critical Current

Links

239000004760 aramid Substances 0.000 title claims abstract description 503
238000004043 dyeing Methods 0.000 title claims abstract description 361
229920006231 aramid fiber Polymers 0.000 title claims abstract description 259
238000000034 method Methods 0.000 title claims abstract description 95
238000011282 treatment Methods 0.000 claims abstract description 153
239000000975 dye Substances 0.000 claims abstract description 149
239000000984 vat dye Substances 0.000 claims abstract description 123
239000002904 solvent Substances 0.000 claims abstract description 120
239000002798 polar solvent Substances 0.000 claims abstract description 88
239000000988 sulfur dye Substances 0.000 claims abstract description 79
238000010438 heat treatment Methods 0.000 claims abstract description 76
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 106
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 36
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 27
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 26
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 22
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 15
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 12
235000006408 oxalic acid Nutrition 0.000 claims description 12
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 11
235000019253 formic acid Nutrition 0.000 claims description 11
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 10
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 9
WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 8
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 4
239000004310 lactic acid Substances 0.000 claims description 4
235000014655 lactic acid Nutrition 0.000 claims description 4
229920003235 aromatic polyamide Polymers 0.000 abstract description 255
239000000835 fiber Substances 0.000 abstract description 81
230000008859 change Effects 0.000 abstract description 25
239000000463 material Substances 0.000 abstract description 8
239000007788 liquid Substances 0.000 abstract description 2
239000004744 fabric Substances 0.000 description 316
238000005406 washing Methods 0.000 description 110
238000009987 spinning Methods 0.000 description 81
230000000052 comparative effect Effects 0.000 description 68
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 62
239000000243 solution Substances 0.000 description 58
230000009467 reduction Effects 0.000 description 54
239000000986 disperse dye Substances 0.000 description 50
238000001035 drying Methods 0.000 description 32
230000000704 physical effect Effects 0.000 description 29
238000010306 acid treatment Methods 0.000 description 23
WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 21
238000011156 evaluation Methods 0.000 description 19
125000002091 cationic group Chemical group 0.000 description 18
229920006253 high performance fiber Polymers 0.000 description 16
239000000126 substance Substances 0.000 description 13
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
229960000448 lactic acid Drugs 0.000 description 12
238000009990 desizing Methods 0.000 description 10
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
238000007654 immersion Methods 0.000 description 9
229920000728 polyester Polymers 0.000 description 8
235000019445 benzyl alcohol Nutrition 0.000 description 7
238000011437 continuous method Methods 0.000 description 7
229920000742 Cotton Polymers 0.000 description 6
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
239000005864 Sulphur Substances 0.000 description 6
230000000694 effects Effects 0.000 description 6
239000002253 acid Substances 0.000 description 5
239000003638 chemical reducing agent Substances 0.000 description 5
239000003795 chemical substances by application Substances 0.000 description 5
230000005012 migration Effects 0.000 description 5
238000013508 migration Methods 0.000 description 5
238000006386 neutralization reaction Methods 0.000 description 5
230000003449 preventive effect Effects 0.000 description 5
NDDLLTAIKYHPOD-ISLYRVAYSA-N (2e)-6-chloro-2-(6-chloro-4-methyl-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one Chemical compound S/1C2=CC(Cl)=CC(C)=C2C(=O)C\1=C1/SC(C=C(Cl)C=C2C)=C2C1=O NDDLLTAIKYHPOD-ISLYRVAYSA-N 0.000 description 4
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical class [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 4
230000009471 action Effects 0.000 description 4
JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
JGXPJGJSAMZYBO-UHFFFAOYSA-N 4-(4-amino-3-methylanilino)phenol Chemical compound C1=C(N)C(C)=CC(NC=2C=CC(O)=CC=2)=C1 JGXPJGJSAMZYBO-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
239000000980 acid dye Substances 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
230000007246 mechanism Effects 0.000 description 3
-1 polyparaphenylene terephthalamide Polymers 0.000 description 3
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
230000001681 protective effect Effects 0.000 description 3
LEBQTCCCNMTXSF-UHFFFAOYSA-N (2,5-dimethylphenyl)methanol Chemical compound CC1=CC=C(C)C(CO)=C1 LEBQTCCCNMTXSF-UHFFFAOYSA-N 0.000 description 2
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
OIGWAXDAPKFNCQ-UHFFFAOYSA-N 4-isopropylbenzyl alcohol Chemical compound CC(C)C1=CC=C(CO)C=C1 OIGWAXDAPKFNCQ-UHFFFAOYSA-N 0.000 description 2
JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 2
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
239000000969 carrier Substances 0.000 description 2
239000003086 colorant Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
238000010790 dilution Methods 0.000 description 2
239000012895 dilution Substances 0.000 description 2
238000007598 dipping method Methods 0.000 description 2
238000002845 discoloration Methods 0.000 description 2
VPWFPZBFBFHIIL-UHFFFAOYSA-L disodium 4-[(4-methyl-2-sulfophenyl)diazenyl]-3-oxidonaphthalene-2-carboxylate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 VPWFPZBFBFHIIL-UHFFFAOYSA-L 0.000 description 2
230000009477 glass transition Effects 0.000 description 2
238000009776 industrial production Methods 0.000 description 2
239000004745 nonwoven fabric Substances 0.000 description 2
VUSWQWZUVYOZAY-UHFFFAOYSA-N paradone grey m Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C(C4=C56)=CC=C6C(=O)C6=C7C(C=CC=8C(C9=CC=CC=C9C(=O)C9=8)=O)=C9NC7=CC=C6C5=CC=C4N4N=C1C2=C43 VUSWQWZUVYOZAY-UHFFFAOYSA-N 0.000 description 2
239000012779 reinforcing material Substances 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
238000001179 sorption measurement Methods 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
UGCDBQWJXSAYIL-UHFFFAOYSA-N vat blue 6 Chemical compound O=C1C2=CC=CC=C2C(=O)C(C=C2Cl)=C1C1=C2NC2=C(C(=O)C=3C(=CC=CC=3)C3=O)C3=CC(Cl)=C2N1 UGCDBQWJXSAYIL-UHFFFAOYSA-N 0.000 description 2
ICJVQAHPHKYCNU-UHFFFAOYSA-N (2-ethoxyphenyl)methanol Chemical compound CCOC1=CC=CC=C1CO ICJVQAHPHKYCNU-UHFFFAOYSA-N 0.000 description 1
WYLYBQSHRJMURN-UHFFFAOYSA-N (2-methoxyphenyl)methanol Chemical compound COC1=CC=CC=C1CO WYLYBQSHRJMURN-UHFFFAOYSA-N 0.000 description 1
BWRBVBFLFQKBPT-UHFFFAOYSA-N (2-nitrophenyl)methanol Chemical compound OCC1=CC=CC=C1[N+]([O-])=O BWRBVBFLFQKBPT-UHFFFAOYSA-N 0.000 description 1
ZSRDNPVYGSFUMD-UHFFFAOYSA-N (3-chlorophenyl)methanol Chemical compound OCC1=CC=CC(Cl)=C1 ZSRDNPVYGSFUMD-UHFFFAOYSA-N 0.000 description 1
OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 1
QWOZZTWBWQMEPD-UHFFFAOYSA-N 1-(2-ethoxypropoxy)propan-2-ol Chemical compound CCOC(C)COCC(C)O QWOZZTWBWQMEPD-UHFFFAOYSA-N 0.000 description 1
JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 description 1
PGYZAKRTYUHXRA-UHFFFAOYSA-N 2,10-dinitro-12h-[1,4]benzothiazino[3,2-b]phenothiazin-3-one Chemical compound S1C2=CC(=O)C([N+]([O-])=O)=CC2=NC2=C1C=C1SC3=CC=C([N+](=O)[O-])C=C3NC1=C2 PGYZAKRTYUHXRA-UHFFFAOYSA-N 0.000 description 1
LEPHNDIFZZEUAA-UHFFFAOYSA-N 2-(2,3-dichlorophenoxy)ethanol Chemical compound OCCOC1=CC=CC(Cl)=C1Cl LEPHNDIFZZEUAA-UHFFFAOYSA-N 0.000 description 1
SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
ZUAURMBNZUCEAF-UHFFFAOYSA-N 2-(2-phenoxyethoxy)ethanol Chemical compound OCCOCCOC1=CC=CC=C1 ZUAURMBNZUCEAF-UHFFFAOYSA-N 0.000 description 1
LCVQGUBLIVKPAI-UHFFFAOYSA-N 2-(2-phenoxypropoxy)propan-1-ol Chemical compound OCC(C)OCC(C)OC1=CC=CC=C1 LCVQGUBLIVKPAI-UHFFFAOYSA-N 0.000 description 1
KWHVBVJDKLSOTB-UHFFFAOYSA-N 2-(3-methylphenyl)ethanol Chemical compound CC1=CC=CC(CCO)=C1 KWHVBVJDKLSOTB-UHFFFAOYSA-N 0.000 description 1
GEGSSUSEWOHAFE-UHFFFAOYSA-N 2-(4-chlorphenoxy)-ethanol Chemical compound OCCOC1=CC=C(Cl)C=C1 GEGSSUSEWOHAFE-UHFFFAOYSA-N 0.000 description 1
DAVFJRVIVZOKKS-UHFFFAOYSA-N 2-(4-methylphenyl)ethanol Chemical compound CC1=CC=C(CCO)C=C1 DAVFJRVIVZOKKS-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
RHUOBFDWTMFKKT-UHFFFAOYSA-N 2-[2-(4-chlorophenoxy)ethoxy]ethanol Chemical compound OCCOCCOC1=CC=C(Cl)C=C1 RHUOBFDWTMFKKT-UHFFFAOYSA-N 0.000 description 1
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
WGYGZQILDLRMMV-UHFFFAOYSA-N 2-n-butylbenzene-1,2-dicarboxamide Chemical compound CCCCNC(=O)C1=CC=CC=C1C(N)=O WGYGZQILDLRMMV-UHFFFAOYSA-N 0.000 description 1
APODUHBWQCBRFG-UHFFFAOYSA-N 2-n-propan-2-ylbenzene-1,2-dicarboxamide Chemical compound CC(C)NC(=O)C1=CC=CC=C1C(N)=O APODUHBWQCBRFG-UHFFFAOYSA-N 0.000 description 1
QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
JERMRPUPFAXARG-UHFFFAOYSA-N 27-hydroxy-16-azaoctacyclo[18.10.2.02,15.05,14.07,12.017,31.021,26.028,32]dotriaconta-1,3,5(14),7,9,11,15,17(31),18,20(32),21,23,25,27,29-pentadecaene-6,13-dione Chemical compound Oc1c2ccccc2c2ccc3nc4c(ccc5c4c(=O)c4ccccc4c5=O)c4ccc1c2c34 JERMRPUPFAXARG-UHFFFAOYSA-N 0.000 description 1
QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
QGCCNWSXJHGUNL-UHFFFAOYSA-N 3-iodo-benzyl alcohol Chemical compound OCC1=CC=CC(I)=C1 QGCCNWSXJHGUNL-UHFFFAOYSA-N 0.000 description 1
AIARLPIXVMHZLJ-UHFFFAOYSA-N 4,8-diamino-2-bromo-1,5-dihydroxyanthracene-9,10-dione Chemical compound O=C1C2=C(N)C=C(Br)C(O)=C2C(=O)C2=C1C(O)=CC=C2N AIARLPIXVMHZLJ-UHFFFAOYSA-N 0.000 description 1
MSHFRERJPWKJFX-UHFFFAOYSA-N 4-Methoxybenzyl alcohol Chemical compound COC1=CC=C(CO)C=C1 MSHFRERJPWKJFX-UHFFFAOYSA-N 0.000 description 1
XUSDWZAXWXOCCJ-UHFFFAOYSA-N 9-bromononacyclo[18.10.2.22,5.03,16.04,13.06,11.017,31.021,26.028,32]tetratriaconta-1(30),2,4,6(11),7,9,13,15,17(31),18,20(32),21,23,25,28,33-hexadecaene-12,27-dione Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C(C4=C56)=CC=C5C5=CC=C(Br)C=C5C(=O)C6=CC=C4C4=C3C2=C1C=C4 XUSDWZAXWXOCCJ-UHFFFAOYSA-N 0.000 description 1
229930182843 D-Lactic acid Natural products 0.000 description 1
JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 description 1
235000000177 Indigofera tinctoria Nutrition 0.000 description 1
229920000271 Kevlar® Polymers 0.000 description 1
229920000784 Nomex Polymers 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
229920000604 Polyethylene Glycol 200 Polymers 0.000 description 1
229920002565 Polyethylene Glycol 400 Polymers 0.000 description 1
229920002582 Polyethylene Glycol 600 Polymers 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
206010037660 Pyrexia Diseases 0.000 description 1
229920000297 Rayon Polymers 0.000 description 1
229920001494 Technora Polymers 0.000 description 1
229920000561 Twaron Polymers 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
OORRQYZWSVJKSO-UHFFFAOYSA-N bicyclo[4.4.1]undeca-1,3,5,7,9-pentaene Chemical compound C1=CC=C(C2)C=CC=CC2=C1 OORRQYZWSVJKSO-UHFFFAOYSA-N 0.000 description 1
230000008033 biological extinction Effects 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
238000010276 construction Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
229940022769 d- lactic acid Drugs 0.000 description 1
XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
QILSFLSDHQAZET-UHFFFAOYSA-N diphenylmethanol Chemical compound C=1C=CC=CC=1C(O)C1=CC=CC=C1 QILSFLSDHQAZET-UHFFFAOYSA-N 0.000 description 1
239000000982 direct dye Substances 0.000 description 1
239000002783 friction material Substances 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
238000005286 illumination Methods 0.000 description 1
230000006872 improvement Effects 0.000 description 1
235000019239 indanthrene blue RS Nutrition 0.000 description 1
UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 1
229940097275 indigo Drugs 0.000 description 1
COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
239000012770 industrial material Substances 0.000 description 1
239000004761 kevlar Substances 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
JIKUXBYRTXDNIY-UHFFFAOYSA-N n-methyl-n-phenylformamide Chemical compound O=CN(C)C1=CC=CC=C1 JIKUXBYRTXDNIY-UHFFFAOYSA-N 0.000 description 1
239000004763 nomex Substances 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
239000013307 optical fiber Substances 0.000 description 1
GEVPUGOOGXGPIO-UHFFFAOYSA-N oxalic acid;dihydrate Chemical compound O.O.OC(=O)C(O)=O GEVPUGOOGXGPIO-UHFFFAOYSA-N 0.000 description 1
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
239000002245 particle Substances 0.000 description 1
JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 1
229960005323 phenoxyethanol Drugs 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000002964 rayon Substances 0.000 description 1
239000000985 reactive dye Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000004317 sodium nitrate Substances 0.000 description 1
235000010344 sodium nitrate Nutrition 0.000 description 1
229910052979 sodium sulfide Inorganic materials 0.000 description 1
GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000992 solvent dye Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
230000002311 subsequent effect Effects 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
239000004950 technora 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
239000004762 twaron Substances 0.000 description 1
DCYIADGZPJOOFN-UHFFFAOYSA-N vat brown 1 Chemical compound C1=CC=C2C(=O)C3=CC=C4C(C5=C(C6=C7C(C8=CC=CC=C8C6=O)=O)NC6=C8C(=O)C9=CC=CC=C9C(C8=CC=C65)=O)=C7NC4=C3C(=O)C2=C1 DCYIADGZPJOOFN-UHFFFAOYSA-N 0.000 description 1
JXUKQCUPTNLTCS-UHFFFAOYSA-N vat green 1 Chemical compound C1=CC=C[C]2C(=O)C(C3=C45)=CC=C4C(C4=C67)=CC=C7C(=O)[C]7C=CC=CC7=C6C=C(OC)C4=C5C(OC)=CC3=C21 JXUKQCUPTNLTCS-UHFFFAOYSA-N 0.000 description 1
YKSGNOMLAIJTLT-UHFFFAOYSA-N violanthrone Chemical compound C12=C3C4=CC=C2C2=CC=CC=C2C(=O)C1=CC=C3C1=CC=C2C(=O)C3=CC=CC=C3C3=CC=C4C1=C32 YKSGNOMLAIJTLT-UHFFFAOYSA-N 0.000 description 1

Classifications

- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- 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
- D06P1/22—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 vat dyestuffs including indigo
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- 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
- D06P1/30—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 sulfur dyes
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/243—Polyamides; Polyurethanes using vat or sulfur dyes, indigo
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/001—Special chemical aspects of printing textile materials
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/04—After-treatment with organic compounds

Landscapes

Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Coloring (AREA)

CA2830147A 2011-03-30 2012-03-29 Procede pour la teinture de fibres d'aramide et fibres d'aramide teintees Abandoned CA2830147A1 (fr)

Applications Claiming Priority (5)

Application Number	Priority Date	Filing Date	Title
JP2011074295		2011-03-30
JP2011-074295		2011-03-30
JP2011104846		2011-05-10
JP2011-104846		2011-05-10
PCT/JP2012/058390 WO2012133662A1 (fr)	2011-03-30	2012-03-29	Procédé pour la teinture de fibres d'aramide et fibres d'aramide teintées

Publications (1)

Publication Number	Publication Date
CA2830147A1 true CA2830147A1 (fr)	2012-10-04

Family

ID=46931364

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA2830147A Abandoned CA2830147A1 (fr)	2011-03-30	2012-03-29	Procede pour la teinture de fibres d'aramide et fibres d'aramide teintees

Country Status (9)

Country	Link
US (1)	US20140020190A1 (fr)
EP (1)	EP2692942A4 (fr)
JP (1)	JP5938396B2 (fr)
KR (1)	KR20140037833A (fr)
CN (1)	CN103459710B (fr)
BR (1)	BR112013025123A2 (fr)
CA (1)	CA2830147A1 (fr)
MX (1)	MX2013011267A (fr)
WO (1)	WO2012133662A1 (fr)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP5993177B2 (ja) *	2012-03-30	2016-09-14	帝人株式会社	高品位、高堅牢性芳香族ポリアミド繊維染色布帛および染色方法
AU2015247107B2 (en) *	2014-04-14	2018-08-30	Teijin Limited	Colored organic fiber, fabric and clothing and method for manufacturing fabric
JP6825803B2 (ja) *	2015-02-05	2021-02-03	セイコーエプソン株式会社	インクジェット捺染用浸透液
DE102015114501A1 (de) *	2015-08-31	2017-03-02	Gebrüder Otto Baumwollfeinzwirnerei GmbH & Co. KG	Farbige Textilien auf Basis von eingefärbten m-Aramid-Fasern, Verfahren zu deren Herstellung und deren Verwendung
CN105133378B (zh) *	2015-09-25	2017-09-15	江南大学	一种聚酰亚胺纤维制品分散染料染色用导染剂
JP6088109B1 (ja) *	2015-10-28	2017-03-01	株式会社テザック	染色ロープ及びその製造方法
JPWO2017094477A1 (ja) *	2015-12-02	2018-09-13	帝人株式会社	布帛および防護製品
CN109763351A (zh) *	2018-12-29	2019-05-17	江苏宝德新材料有限公司	一种改性聚芳噁二唑纤维的超高温染色方法
JP2023507132A (ja) *	2019-12-20	2023-02-21	テイジン・アラミド・ビー．ブイ．	リサイクルのための連続的な方法
JP2021152091A (ja) *	2020-03-24	2021-09-30	サカタインクス株式会社	捺染用処理液、捺染用希釈処理液、インクセット、およびインクジェット印刷方法
CN112359614A (zh) *	2020-10-12	2021-02-12	蓝星（成都）新材料有限公司	一种芳纶1414纤维的染色方法
CN112359615B (zh) *	2020-10-27	2022-12-16	武汉纺织大学	一种芳香族高性能纤维染色方法
KR20230121735A (ko) *	2020-12-18	2023-08-21	아르크로마 아이피 게엠베하	혼방 섬유, 직물 및 부직포 또는 편물의 프린팅

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5237882A (en)	1975-09-16	1977-03-24	Mitsubishi Rayon Co	Method of dyeing aromatic polyester fiber
US4705527A (en) *	1986-05-14	1987-11-10	Burlington Industries, Inc.	Process for the printing of shaped articles derived from aramid fibers
US4759770A (en) *	1986-05-14	1988-07-26	Burlington Industries, Inc.	Process for simultaneously dyeing and improving the flame-resistant properties of aramid fibers
US4710200A (en) *	1986-05-14	1987-12-01	Burlington Industries, Inc.	Process for the continuous dyeing of poly(m-phenylene-isophthalamide) fibers
US4705523A (en) *	1986-05-14	1987-11-10	Burlington Industries, Inc.	Process for improving the flame-retardant properties of printed shaped articles from aramid fibers
JP2787459B2 (ja) *	1989-02-22	1998-08-20	セーレン株式会社	芳香族ポリアミド繊維の染色方法
JPH0345790A (ja) *	1989-07-11	1991-02-27	Seiren Co Ltd	芳香族ポリアミド繊維の染色方法
JPH0376879A (ja) *	1989-08-14	1991-04-02	Mitsui Toatsu Chem Inc	芳香族ポリアミド繊維の染色方法
US5092904A (en) *	1990-05-18	1992-03-03	Springs Industries, Inc.	Method for dyeing fibrous materials
US5427589A (en) *	1993-03-03	1995-06-27	Springs Industries, Inc.	Method for dyeing fibrous materials
JP3586016B2 (ja) *	1995-09-21	2004-11-10	帝人テクノプロダクツ株式会社	パラ系アラミド繊維の染色加工方法
US6132476A (en) *	1998-04-20	2000-10-17	Southern Mills, Inc.	Flame and shrinkage resistant fabric blends and method for making same
US6626963B2 (en) *	2001-09-21	2003-09-30	E. I. Du Pont De Nemours And Company	Process for restoring the appearance of pigmented or dyed para-aramid fabric
ITMI20051577A1 (it) *	2005-08-12	2007-02-13	Mascioni Spa	Procedimento di stampa e finissaggio su tessuti contenenti parzialmente o totalmente fibra aradimica in forma di filamento e-o fiocco
JP2007262589A (ja) *	2006-03-27	2007-10-11	Teijin Techno Products Ltd	易染性メタ型芳香族ポリアミド繊維およびその製造法
JP2008133552A (ja) *	2006-11-27	2008-06-12	Toa Kasei Kk	全芳香族ポリアミド繊維の染色方法及びその染色方法により染色されてなる全芳香族ポリアミド繊維染色物
JP2010059556A (ja) *	2008-09-01	2010-03-18	Shizuoka Prefecture	アラミド繊維の染色方法

2012
- 2012-03-29 WO PCT/JP2012/058390 patent/WO2012133662A1/fr not_active Ceased
- 2012-03-29 KR KR1020137028615A patent/KR20140037833A/ko not_active Abandoned
- 2012-03-29 CA CA2830147A patent/CA2830147A1/fr not_active Abandoned
- 2012-03-29 MX MX2013011267A patent/MX2013011267A/es unknown
- 2012-03-29 EP EP12763059.8A patent/EP2692942A4/fr not_active Withdrawn
- 2012-03-29 JP JP2013507727A patent/JP5938396B2/ja not_active Expired - Fee Related
- 2012-03-29 BR BR112013025123A patent/BR112013025123A2/pt not_active IP Right Cessation
- 2012-03-29 US US14/007,819 patent/US20140020190A1/en not_active Abandoned
- 2012-03-29 CN CN201280016988.XA patent/CN103459710B/zh not_active Expired - Fee Related

Also Published As

Publication number	Publication date
US20140020190A1 (en)	2014-01-23
EP2692942A1 (fr)	2014-02-05
CN103459710B (zh)	2016-02-24
KR20140037833A (ko)	2014-03-27
EP2692942A4 (fr)	2014-10-01
WO2012133662A1 (fr)	2012-10-04
BR112013025123A2 (pt)	2017-02-14
MX2013011267A (es)	2013-10-17
JP5938396B2 (ja)	2016-06-22
JPWO2012133662A1 (ja)	2014-07-28
CN103459710A (zh)	2013-12-18

Legal Events

Date	Code	Title	Description
2017-05-10	FZDE	Discontinued	Effective date: 20170329

Publication	Publication Date	Title
CA2830147A1 (fr)	2012-10-04	Procede pour la teinture de fibres d'aramide et fibres d'aramide teintees
Kim et al.	2013	Dyeing and fastness properties of vat dyes on meta-aramid woven fabric
Choi et al.	2006	Coloration of poly (lactic acid) with disperse dyes. 1. Comparison to poly (ethylene terephthalate) of dyeability, shade and fastness
US10662580B1 (en)	2020-05-26	Method for dyeing modacrylic/cellulosic blend fabrics
JP2019073834A (ja)	2019-05-16	難燃性布帛および繊維製品
JP6001398B2 (ja)	2016-10-05	ポリアリレート繊維の染色方法
CN111253776A (zh)	2020-06-09	全棉与全棉混纺面料用藏青活性染料配方，及应用
US20070033748A1 (en)	2007-02-15	Process for introducing vat dyes and chemicals into textiles
US20100319140A1 (en)	2010-12-23	Method of dyeing high performance fabrics
Millington	2018	Colorfastness
HK1191383A (en)	2014-07-25	Method for dyeing aramid fibers and dyed aramid fibers
KR100743079B1 (ko)	2007-07-26	폴리아릴렌-1,3,4-옥사디아졸 섬유의 염색방법
KR101901378B1 (ko)	2018-09-27	폴리올레핀계 섬유의 염색방법
JP5230894B2 (ja)	2013-07-10	複合素材の染色方法及びその方法により染色された複合素材
US12258686B1 (en)	2025-03-25	Heather spun yarns and fabrics, and methods for producing the same
JP2013204210A (ja)	2013-10-07	染色されたアラミド繊維およびアラミド繊維の染色方法
KR20030013529A (ko)	2003-02-15	염색된 나일론/스판덱스 편직물의 견뢰도 향상방법
KR20180078221A (ko)	2018-07-09	폴리올레핀계 섬유의 염색방법 및 이에 의해 제조된 섬유집합체
JPS63315681A (ja)	1988-12-23	芳香族ポリアミド繊維布帛の濃色堅牢着色法
KR20070001279A (ko)	2007-01-03	셀룰로스성 섬유재료를 건염 가능한 염료로 염색 또는날염하는 방법
TW201903246A (zh)	2019-01-16	仿皮革片及纖維構造體
CN111058146B (zh)	2022-06-10	一种具有异色效果的机织物及其用途
CA3208994A1 (fr)	2022-08-25	Fils teints differemment en cuve et procede de fabrication de tels fils
KR20180016018A (ko)	2018-02-14	면／폴리에스터 혼방섬유 １단 날염용 염료 조성물
JPH101883A (ja)	1998-01-06	パラ系アラミド繊維の染色方法