EP3133204B1 - Colored organic fiber, fabric and clothing and method for manufacturing fabric - Google Patents
Colored organic fiber, fabric and clothing and method for manufacturing fabric Download PDFInfo
- Publication number
- EP3133204B1 EP3133204B1 EP15779705.1A EP15779705A EP3133204B1 EP 3133204 B1 EP3133204 B1 EP 3133204B1 EP 15779705 A EP15779705 A EP 15779705A EP 3133204 B1 EP3133204 B1 EP 3133204B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fiber
- alcohol
- cloth
- aromatic polyamide
- mass
- Prior art date
- 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.)
- Not-in-force
Links
- 239000000835 fiber Substances 0.000 title claims description 198
- 239000004744 fabric Substances 0.000 title claims description 61
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 238000000034 method Methods 0.000 title description 26
- 239000004760 aramid Substances 0.000 claims description 49
- 229920003235 aromatic polyamide Polymers 0.000 claims description 49
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 30
- 239000003795 chemical substances by application Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 238000005406 washing Methods 0.000 claims description 23
- 238000004043 dyeing Methods 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 239000013557 residual solvent Substances 0.000 claims description 16
- -1 aromatic dicarboxylic acid halide Chemical class 0.000 claims description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 9
- LEBQTCCCNMTXSF-UHFFFAOYSA-N (2,5-dimethylphenyl)methanol Chemical compound CC1=CC=C(C)C(CO)=C1 LEBQTCCCNMTXSF-UHFFFAOYSA-N 0.000 claims description 6
- OIGWAXDAPKFNCQ-UHFFFAOYSA-N 4-isopropylbenzyl alcohol Chemical compound CC(C)C1=CC=C(CO)C=C1 OIGWAXDAPKFNCQ-UHFFFAOYSA-N 0.000 claims description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000004696 Poly ether ether ketone Substances 0.000 claims description 6
- 239000004693 Polybenzimidazole Substances 0.000 claims description 6
- 239000004697 Polyetherimide Substances 0.000 claims description 6
- 239000004642 Polyimide Substances 0.000 claims description 6
- 239000004734 Polyphenylene sulfide Substances 0.000 claims description 6
- 239000006096 absorbing agent Substances 0.000 claims description 6
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 6
- 229920001230 polyarylate Polymers 0.000 claims description 6
- 229920002480 polybenzimidazole Polymers 0.000 claims description 6
- 229920002577 polybenzoxazole Polymers 0.000 claims description 6
- 229920002530 polyetherether ketone Polymers 0.000 claims description 6
- 229920001601 polyetherimide Polymers 0.000 claims description 6
- 229920001721 polyimide Polymers 0.000 claims description 6
- 229920000069 polyphenylene sulfide Polymers 0.000 claims description 6
- 239000004952 Polyamide Substances 0.000 claims description 5
- 150000004984 aromatic diamines Chemical class 0.000 claims description 5
- 229920002647 polyamide Polymers 0.000 claims description 5
- IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 claims description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 4
- 238000007706 flame test Methods 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- ICJVQAHPHKYCNU-UHFFFAOYSA-N (2-ethoxyphenyl)methanol Chemical compound CCOC1=CC=CC=C1CO ICJVQAHPHKYCNU-UHFFFAOYSA-N 0.000 claims description 3
- WYLYBQSHRJMURN-UHFFFAOYSA-N (2-methoxyphenyl)methanol Chemical compound COC1=CC=CC=C1CO WYLYBQSHRJMURN-UHFFFAOYSA-N 0.000 claims description 3
- BWRBVBFLFQKBPT-UHFFFAOYSA-N (2-nitrophenyl)methanol Chemical compound OCC1=CC=CC=C1[N+]([O-])=O BWRBVBFLFQKBPT-UHFFFAOYSA-N 0.000 claims description 3
- ZSRDNPVYGSFUMD-UHFFFAOYSA-N (3-chlorophenyl)methanol Chemical compound OCC1=CC=CC(Cl)=C1 ZSRDNPVYGSFUMD-UHFFFAOYSA-N 0.000 claims description 3
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 claims description 3
- KWHVBVJDKLSOTB-UHFFFAOYSA-N 2-(3-methylphenyl)ethanol Chemical compound CC1=CC=CC(CCO)=C1 KWHVBVJDKLSOTB-UHFFFAOYSA-N 0.000 claims description 3
- DAVFJRVIVZOKKS-UHFFFAOYSA-N 2-(4-methylphenyl)ethanol Chemical compound CC1=CC=C(CCO)C=C1 DAVFJRVIVZOKKS-UHFFFAOYSA-N 0.000 claims description 3
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 3
- QGCCNWSXJHGUNL-UHFFFAOYSA-N 3-iodo-benzyl alcohol Chemical compound OCC1=CC=CC(I)=C1 QGCCNWSXJHGUNL-UHFFFAOYSA-N 0.000 claims description 3
- MSHFRERJPWKJFX-UHFFFAOYSA-N 4-Methoxybenzyl alcohol Chemical compound COC1=CC=C(CO)C=C1 MSHFRERJPWKJFX-UHFFFAOYSA-N 0.000 claims description 3
- 229920002972 Acrylic fiber Polymers 0.000 claims description 3
- 229920003043 Cellulose fiber Polymers 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 229920001328 Polyvinylidene chloride Polymers 0.000 claims description 3
- 229920000297 Rayon Polymers 0.000 claims description 3
- 229920006221 acetate fiber Polymers 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 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 claims description 3
- QILSFLSDHQAZET-UHFFFAOYSA-N diphenylmethanol Chemical compound C=1C=CC=CC=1C(O)C1=CC=CC=C1 QILSFLSDHQAZET-UHFFFAOYSA-N 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 239000011737 fluorine Substances 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000005647 linker group Chemical group 0.000 claims description 3
- 229920006277 melamine fiber Polymers 0.000 claims description 3
- JIKUXBYRTXDNIY-UHFFFAOYSA-N n-methyl-n-phenylformamide Chemical compound O=CN(C)C1=CC=CC=C1 JIKUXBYRTXDNIY-UHFFFAOYSA-N 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 229920000098 polyolefin Polymers 0.000 claims description 3
- 229920006306 polyurethane fiber Polymers 0.000 claims description 3
- 239000004800 polyvinyl chloride Substances 0.000 claims description 3
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 3
- 239000005033 polyvinylidene chloride Substances 0.000 claims description 3
- 239000002964 rayon Substances 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 125000004434 sulfur atom Chemical group 0.000 claims description 3
- 125000006157 aromatic diamine group Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 description 16
- 238000009987 spinning Methods 0.000 description 15
- 238000011156 evaluation Methods 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 150000001408 amides Chemical class 0.000 description 9
- 230000015271 coagulation Effects 0.000 description 9
- 238000005345 coagulation Methods 0.000 description 9
- 229920006231 aramid fiber Polymers 0.000 description 7
- YCGKJPVUGMBDDS-UHFFFAOYSA-N 3-(6-azabicyclo[3.1.1]hepta-1(7),2,4-triene-6-carbonyl)benzamide Chemical compound NC(=O)C1=CC=CC(C(=O)N2C=3C=C2C=CC=3)=C1 YCGKJPVUGMBDDS-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000012695 Interfacial polymerization Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000007654 immersion Methods 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 238000005562 fading Methods 0.000 description 3
- 230000001771 impaired effect Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
- NJMIRMHNYQIHST-UHFFFAOYSA-M 2-dodecylbenzenesulfonate;tetrabutylphosphanium Chemical compound CCCC[P+](CCCC)(CCCC)CCCC.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O NJMIRMHNYQIHST-UHFFFAOYSA-M 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- WQGNHOQJJZTLIJ-UHFFFAOYSA-M benzyl(tributyl)azanium;2-dodecylbenzenesulfonate Chemical compound CCCC[N+](CCCC)(CCCC)CC1=CC=CC=C1.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O WQGNHOQJJZTLIJ-UHFFFAOYSA-M 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- YDYSEBSNAKCEQU-UHFFFAOYSA-N 2,3-diamino-n-phenylbenzamide Chemical compound NC1=CC=CC(C(=O)NC=2C=CC=CC=2)=C1N YDYSEBSNAKCEQU-UHFFFAOYSA-N 0.000 description 1
- GOJFAKBEASOYNM-UHFFFAOYSA-N 2-(2-aminophenoxy)aniline Chemical compound NC1=CC=CC=C1OC1=CC=CC=C1N GOJFAKBEASOYNM-UHFFFAOYSA-N 0.000 description 1
- MYEWQUYMRFSJHT-UHFFFAOYSA-N 2-(2-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1N MYEWQUYMRFSJHT-UHFFFAOYSA-N 0.000 description 1
- LNTGGPJSADTYSG-UHFFFAOYSA-N 2-(2-carbonochloridoylphenoxy)benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1OC1=CC=CC=C1C(Cl)=O LNTGGPJSADTYSG-UHFFFAOYSA-N 0.000 description 1
- FEIVVAUUAPGMES-UHFFFAOYSA-M 2-dodecylbenzenesulfonate;tetraphenylphosphanium Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 FEIVVAUUAPGMES-UHFFFAOYSA-M 0.000 description 1
- UIWFKZBONQGUDI-UHFFFAOYSA-M 2-dodecylbenzenesulfonate;tributyl(tetradecyl)phosphanium Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCCC[P+](CCCC)(CCCC)CCCC UIWFKZBONQGUDI-UHFFFAOYSA-M 0.000 description 1
- ZHTQTFPMOHHUNM-UHFFFAOYSA-M 2-hexylbenzenesulfonate;tetrabutylphosphanium Chemical compound CCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCC[P+](CCCC)(CCCC)CCCC ZHTQTFPMOHHUNM-UHFFFAOYSA-M 0.000 description 1
- WEEOFHJAGVFCFD-UHFFFAOYSA-N 2-n-chlorobenzene-1,2-diamine Chemical compound NC1=CC=CC=C1NCl WEEOFHJAGVFCFD-UHFFFAOYSA-N 0.000 description 1
- RPKCLSMBVQLWIN-UHFFFAOYSA-N 2-n-methylbenzene-1,2-diamine Chemical compound CNC1=CC=CC=C1N RPKCLSMBVQLWIN-UHFFFAOYSA-N 0.000 description 1
- QDBOAKPEXMMQFO-UHFFFAOYSA-N 4-(4-carbonochloridoylphenyl)benzoyl chloride Chemical compound C1=CC(C(=O)Cl)=CC=C1C1=CC=C(C(Cl)=O)C=C1 QDBOAKPEXMMQFO-UHFFFAOYSA-N 0.000 description 1
- LHSXSRQUGCHBPG-UHFFFAOYSA-N 4-(aminomethoxy)aniline Chemical compound NCOC1=CC=C(N)C=C1 LHSXSRQUGCHBPG-UHFFFAOYSA-N 0.000 description 1
- IWRVPXDHSLTIOC-UHFFFAOYSA-N 4-phenyldiazenylbenzene-1,3-diamine Chemical compound NC1=CC(N)=CC=C1N=NC1=CC=CC=C1 IWRVPXDHSLTIOC-UHFFFAOYSA-N 0.000 description 1
- HPFMWXQXAHHFAA-UHFFFAOYSA-N 5-chlorobenzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC(Cl)=CC(C(Cl)=O)=C1 HPFMWXQXAHHFAA-UHFFFAOYSA-N 0.000 description 1
- CGXXBHCRXCEKCP-UHFFFAOYSA-N 5-methoxybenzene-1,3-dicarbonyl chloride Chemical compound COC1=CC(C(Cl)=O)=CC(C(Cl)=O)=C1 CGXXBHCRXCEKCP-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 208000033962 Fontaine progeroid syndrome Diseases 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920000561 Twaron Polymers 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- ZXKVYIKEMZVNBW-UHFFFAOYSA-M benzyl(tributyl)phosphanium;2-hexylbenzenesulfonate Chemical compound CCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCC[P+](CCCC)(CCCC)CC1=CC=CC=C1 ZXKVYIKEMZVNBW-UHFFFAOYSA-M 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 150000002085 enols Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- MPXAYYWSDIKNTP-UHFFFAOYSA-N n-(2-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC=C1N MPXAYYWSDIKNTP-UHFFFAOYSA-N 0.000 description 1
- VIUHYPPHBQZSPF-UHFFFAOYSA-N naphthalene-1,4-dicarbonyl chloride Chemical compound C1=CC=C2C(C(=O)Cl)=CC=C(C(Cl)=O)C2=C1 VIUHYPPHBQZSPF-UHFFFAOYSA-N 0.000 description 1
- NZZGQZMNFCTNAM-UHFFFAOYSA-N naphthalene-2,6-dicarbonyl chloride Chemical compound C1=C(C(Cl)=O)C=CC2=CC(C(=O)Cl)=CC=C21 NZZGQZMNFCTNAM-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000004451 qualitative analysis Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000004762 twaron Substances 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
- 238000002166 wet spinning Methods 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
- 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
- D06P1/60—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 polyethers
- D06P1/613—Polyethers without nitrogen
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/06—Dyes
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/07—Addition of substances to the spinning solution or to the melt for making fire- or flame-proof filaments
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
- D01F1/106—Radiation shielding agents, e.g. absorbing, reflecting agents
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
- D01F6/605—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides from aromatic polyamides
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/74—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polycondensates of cyclic compounds, e.g. polyimides, polybenzimidazoles
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/76—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from other polycondensation products
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/80—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides
- D01F6/805—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides from aromatic copolyamides
Definitions
- the present invention relates to a colored organic fiber that is a meta-type wholly aromatic polyamide fiber that has a deep color and excellent flame retardancy, a cloth and garments each composed of the foregoing organic fiber, and a method for producing a cloth.
- PTLs 1 to 3 propose use of a core-sheath structure yarn.
- the use of a core-sheath structure yarn involved such a problem that a lot of time and costs are spent; and a problem that since it is necessary to use a usual synthetic fiber that is poor in flame retardancy for a sheath yarn, the resulting cloth is insufficient in terms of flame retardancy.
- PTL 4 proposes that a cloth is dyed with a carrier agent and then washed. However, it could not be said that the resulting cloth is sufficient in terms of flame retardancy.
- the present invention has been made, and an object thereof is to provide a colored organic fiber that has a deep color and excellent flame retardancy, a cloth and garments each composed of the foregoing organic fiber, and a method for producing a cloth.
- the present inventors made extensive and intensive investigations. As a result, they have found that in an organic fiber dyed with a carrier agent, by reducing the amount of the carrier agent remaining in the organic fiber, an organic fiber that has a deep color and excellent flame retardancy is obtained and further made extensive and intensive investigations, leading to accomplishment of the present invention.
- the present invention provides a "colored organic fiber having a content of a carrier agent of 1.8% by mass or less relative to the fiber mass; wherein the organic fiber is a meta-type wholly aromatic polyamide fiber having a content of residual solvent of 1.0% by mass or less".
- the content of the carrier agent is 0.1 to 1.8% by mass relative to the fiber mass.
- the carrier agent is any one or more selected from the group consisting of DL- ⁇ -ethylphenethyl alcohol, 2-ethoxybenzyl alcohol, 3-chlorobenzyl alcohol, 2,5-dimethylbenzyl alcohol, 2-nitrobenzyl alcohol, p-isopropylbenzyl alcohol, 2-methylphenethyl alcohol, 3-methylphenethyl alcohol, 4-methylphenethyl alcohol, 2-methoxybenzyl alcohol, 3-iodobenzyl alcohol, cinnamic alcohol, p-anisyl alcohol, benzhydrol, benzyl alcohol, propylene glycol phenyl ether, ethylene glycol phenyl ether, and N-methylformanilide.
- the organic fiber is any one selected from the group consisting of a meta-type wholly aromatic polyamide fiber, a para-type wholly aromatic polyamide fiber, a polybenzoxazole (PBO) fiber, a polybenzimidazole (PBI) fiber, a polybenzthiazole (PBTZ) fiber, a polyimide (PI) fiber, a polysulfonamide (PSA) fiber, a polyetheretherketone (PEEK) fiber, a polyether imide (PEI) fiber, a polyarylate (PAr) fiber, a melamine fiber, a phenol fiber, a fluorine-based fiber, and a polyphenylene sulfide (PPS) fiber.
- PBO polybenzoxazole
- PBI polybenzimidazole
- PBTZ polybenzthiazole
- PI polyimide
- PSA polysulfonamide
- PEEK polyetheretherketone
- PEI polyether imide
- PAr polyarylate
- the organic fiber is a meta-type wholly aromatic polyamide fiber having a crystallinity of 15 to 25%. It is preferred that the organic fiber is a meta-type wholly aromatic polyamide fiber having a content of residual solvent of 1.0% by mass or less. It is preferred that the organic fiber is a meta-type wholly aromatic polyamide fiber having a content of residual solvent of 0.1% by mass or less. On that occasion, it is preferred that the residual solvent is any one selected from the group consisting of N,N-dimethylformamide, N,N-dimethylacetamide, N-methyl-2-pyrrolidone, and dimethyl sulfoxide.
- the organic fiber is a meta-type wholly aromatic polyamide fiber; and that a meta-type wholly aromatic polyamide forming the meta-type wholly aromatic polyamide fiber is an aromatic polyamide in which in an aromatic polyamide skeleton containing a repeating structural unit represented by the following formula (1), an aromatic diamine component or aromatic dicarboxylic acid halide component that is different from a main structural unit of the repeating structure is copolymerized as a third component such that a proportion of the third component is 1 to 10 mol% relative to the whole amount of the repeating structural units of the aromatic polyamide. -(NH-Ar1-NH-CO-Ar1-CO)- ... (1)
- Ar 1 is a divalent aromatic group having a linking group in a position other than the meta position or an axially parallel direction.
- the third component is an aromatic diamine represented by the following formula (2) or (3), or an aromatic dicarboxylic acid halide represented by the following formula (4) or (5).
- Ar2 is a divalent aromatic group different from Ar1;
- Ar3 is a divalent aromatic group different from Ar1;
- Y is at least one atom or functional group selected from the group consisting of an oxygen atom, a sulfur atom, and an alkylene group; and
- X is a halogen atom.
- the present invention provides a cloth containing the above-described colored organic fiber.
- the cloth contains any one or more selected from the group consisting of a polyester fiber, a cellulose fiber, a polyamide fiber, a polyolefin fiber, an acrylic fiber, a rayon fiber, a cotton fiber, an animal hair fiber, a polyurethane fiber, a polyvinyl chloride fiber, a polyvinylidene chloride fiber, an acetate fiber, and a polycarbonate fiber.
- any one of fibers constituting the cloth contains a flame retarder.
- any one of fibers constituting the cloth contains a UV absorber or a UV reflector.
- an areal weight of the cloth is 300 g/m 2 or less. It is preferred that an LOI is 26 or more. It is preferred that an afterflame time in the vertical flame test (JIS L1091A-4: three second flame contact) is 1 second or less. It is preferred that a brightness index L value is 80 or less.
- the present invention provides garments composed of the above-described cloth.
- the present invention provides a method for producing a cloth containing the above-described colored organic fiber, including dyeing a cloth containing an organic fiber with a carrier agent and then washing the cloth with hot water at a temperature of 90 to 140°C for 10 to 30 minutes, thereby controlling a content of the carrier agent contained in the organic fiber to 1.8% by mass or less relative to the fiber mass.
- a colored organic fiber that has a deep color and excellent flame retardancy, a cloth and garments each composed of the foregoing organic fiber, and a method for producing a cloth are obtained.
- a colored organic fiber is subject to the present invention.
- a content of a carrier agent is 1.8% by mass or less relative to the fiber mass.
- the carrier agent is a dyeing auxiliary and is also named a "swelling agent".
- the kind of such a carrier agent is not particularly limited. Specifically, examples thereof include L- ⁇ -ethylphenethyl alcohol, 2-ethoxybenzyl alcohol, 3-chlorobenzyl alcohol, 2,5-dimethylbenzyl alcohol, 2-nitrobenzyl alcohol, p-isopropylbenzyl alcohol, 2-methylphenethyl alcohol, 3-methylphenethyl alcohol, 4-methylphenethyl alcohol, 2-methoxybenzyl alcohol, 3-iodobenzyl alcohol, cinnamic alcohol, p-anisyl alcohol, benzhydrol, benzyl alcohol, propylene glycol phenyl ether, ethylene glycol phenyl ether, N-methylformanilide, and the like.
- the kind of the organic fiber is not particularly limited.
- the meta-type wholly aromatic polyamide fiber is a fiber composed of a polymer in which 85 mol% or more of repeating units thereof is m-phenyleneisophthalamide.
- Such a meta-type wholly aromatic polyamide may be a copolymer containing a third component within a range of less than 15 mol%.
- Such a meta-type wholly aromatic polyamide fiber can be produced by a conventionally known interfacial polymerization method.
- a polymerization degree thereof it is preferred to use one having an intrinsic viscosity (I.V.) within a range of 1.3 to 1.9 dL/g, as measured with an N-methyl-2-pyrrolidone solution having a concentration of 0.5 g/100 mL.
- I.V. intrinsic viscosity
- the meta-type wholly aromatic polyamide may contain an alkylbenzenesulfonic acid onium salt.
- the alkylbenzenesulfonic acid onium salt include compounds, such as a hexylbenzenesulfonic acid tetrabutylphosphonium salt, a hexylbenzenesulfonic acid tributylbenzylphosphonium salt, a dodecylbenzenesulfonic acid tetraphenylphosphonium salt, a dodecylbenzenesulfonic acid tributyltetradecylphosphonium salt, a dodecylbenzenesulfonic acid tetrabutylphosphonium salt, a dodecylbenzenesulfonic acid tributylbenzylammonium salt, etc.
- a dodecylbenzenesulfonic acid tetrabutylphosphonium salt and a dodecylbenzenesulfonic acid tributylbenzylammonium salt are especially preferably exemplified because they are easily available, have good thermal stability, and also have a high solubility in N-methyl-2-pyrrolidone.
- a content proportion of the alkylbenzenesulfonic acid onium salt is within a range of preferably 2.5 mol% or more, and more preferably 3.0 to 7.0 mol% relative to poly-m-phenyleneisophthalamide.
- the polymer that is used for the meta-type wholly aromatic polyamide fiber may also be obtained by copolymerizing, in an aromatic polyamide skeleton containing a repeating structural unit represented by the following formula (2), an aromatic diamine component or aromatic dicarboxylic acid halide component that is different from a main structural unit of the repeating structure as a third component such that a proportion of the third component is 1 to 10 mol% relative to the whole amount of the repeating structural units of the aromatic polyamide.
- Ar 1 is a divalent aromatic group having a linking group in a position other than the meta position or an axially parallel direction.
- aromatic diamines represented by the formulae (2) and (3) copolymerizable as the third component include p-phenylenediamine, chlorophenylenediamine, methylphenylenediamine, acetylphenylenediamine, aminoanisidine, benzidine, bis(aminophenyl)ether, bis(aminophenyl)sulfone, diaminobenzanilide, diaminoazobenzene, and the like.
- aromatic dicarboxylic acid dichlorides represented by the formulae (4) and (5) include terephthaloyl chloride, 1,4-naphthalenedicarbonyl chloride, 2,6-naphthalenedicarbonyl chloride, 4,4'-biphenyldicarbonyl chloride, 5-chloroisophthaloyl chloride, 5-methoxyisophthaloyl chloride, bis(chlorocarbonylphenyl)ether, and the like.
- XOC-Ar3-COX ... XOC-Ar3-Y-Ar3-COX ... (5)
- Ar2 is a divalent aromatic group different from Ar1;
- Ar3 is a divalent aromatic group different from Ar1;
- Y is at least one atom or functional group selected from the group consisting of an oxygen atom, a sulfur atom, and an alkylene group; and
- X is a halogen atom.
- a crystallinity of the meta-type wholly aromatic polyamide fiber is 5 to 35%.
- the crystallinity of the meta-type wholly aromatic polyamide fiber is more preferably 15 to 25%.
- a content of residual solvent of the meta-type wholly aromatic polyamide fiber is 1.0% by mass or less (more preferably 0.1% by mass or less, and still more preferably 0.01 to 0.09% by mass).
- the meta-type aromatic polyamide fiber can be produced by the following method.
- the crystallinity and the content of residual solvent can be made within the above-described ranges.
- the polymerization method of the meta-type aromatic polyamide polymer is not particularly limited.
- the solution polymerization method or interfacial polymerization method described in JP-B-35-14399 , U.S. Patent No. 3,360,595 , JP-B-47-10863 , and the like may be adopted.
- a spinning solution is not particularly limited.
- An amide-based solvent solution containing an aromatic copolyamide polymer obtained by the above-described solution polymerization or interfacial polymerization, or the like may be used, or a spinning solution obtained by isolating the foregoing polymer from the above-described polymerization solution and dissolving it in an amide-based solvent may be used.
- examples of the amide-based solvent may include N,N-dimethylformamide, N,N-dimethylacetamide, N-methyl-2-pyrrolidone, dimethyl sulfoxide, and the like, with N,N-dimethylacetamide being especially preferred.
- the resulting copolymerized aromatic polyamide polymer solution further contains an alkali metal salt or an alkaline earth metal salt
- the solution becomes more stable and can be used in a higher concentration and at a lower temperature, and hence, such is preferred.
- a proportion of the alkali metal salt or alkaline earth metal salt is preferably 1% by mass or less, and more preferably 0.1% by mass or less relative to the whole weight of the polymer solution.
- the resulting spinning solution (meta-type wholly aromatic polyamide polymer solution) is spun into a coagulation liquid and coagulated.
- a spinning apparatus is not particularly limited, and a conventionally known wet-spinning apparatus can be used.
- the number of spinning holes of a spinneret and an arrangement state thereof, a hole shape, and the like are not particularly limited.
- a multi-hole spinneret for staple fibers having a number of holes of 1,000 to 30,000 and a spinning hole diameter of 0.05 to 0.2 mm, and the like may be used.
- a temperature of the spinning solution (meta-type wholly aromatic polyamide polymer solution) upon spinning from the spinneret is within a range of 20 to 90°C.
- an aqueous solution containing substantially no inorganic salt and having a concentration of an amide-based solvent (preferably NMP) of 45 to 60% by mass at a temperature of the bath liquid within a range of 10 to 50°C.
- concentration of the amide-based solvent preferably NMP
- the concentration of the amide-based solvent is less than 45% by mass, the structure of a skin becomes thick. As a result, there is a concern that the washing efficiency in a washing step decreases, so that it becomes difficult to reduce the content of residual solvent of the fiber.
- a time of immersion of the fiber in the coagulation bath is within a range of 0.1 to 30 seconds.
- the fiber in a draw ratio of 3 to 4 in a plastic drawing bath that is an aqueous solution of an amide-based solvent, preferably NMP in a concentration of 45 to 60% by mass at a bath liquid temperature within a range of 10 to 50°C.
- a plastic drawing bath that is an aqueous solution of an amide-based solvent, preferably NMP in a concentration of 45 to 60% by mass at a bath liquid temperature within a range of 10 to 50°C.
- NMP aqueous solution of NMP at 10 to 30°C in a concentration of 20 to 40% by mass
- the fiber after washing is subjected to a dry heat treatment at a temperature of 270 to 290°C, whereby a meta-type wholly aromatic aramid fiber that satisfies the above-described ranges of the crystallinity and content of residual solvent can be obtained.
- the fiber may be either a long fiber (multifilament) or a short fiber.
- a short fiber having a fiber length of 25 to 200 mm is preferred in blend-spinning with other fibers.
- a single fiber fineness of the organic fiber is preferably within a range of 1 to 5 dtex.
- a dyeing method using a carrier agent is preferred as the coloring method.
- a method of achieving dyeing with a cationic dye is preferred in obtaining excellent hyperchromicity.
- Conditions of the dyeing step are not particularly limited.
- a content of the carrier agent is 1.8% by mass or less (preferably 0.1 to 1.8% by mass, more preferably 0.1 to 1.0% by mass, and still more preferably 0.3 to 0.9% by mass) relative to the fiber mass.
- a content of the carrier agent is 1.8% by mass or less (preferably 0.1 to 1.8% by mass, more preferably 0.1 to 1.0% by mass, and still more preferably 0.3 to 0.9% by mass) relative to the fiber mass.
- the content is more than 1.8% by mass, there is a concern that the flame retardancy is impaired.
- the content is less than 0.1% by weight, there is a concern that the excellent hyperchromicity is not obtained, or a hot water washing step as described later becomes complicated.
- a method of lowering the content of the carrier agent for example, there is exemplified a method in which the dyed cloth is subjected to reduction washing, if desired and then subjected to hot water washing with hot water at a temperature of 90 to 140°C (more preferably 110 to 140°C) for 10 to 30 minutes.
- the cloth of the present invention is a cloth containing the above-described colored organic fiber.
- a cloth is composed of only the above-described colored organic fiber, it may further contain other fibers, such as a polyester fiber, a cellulose fiber, a polyamide fiber, a polyolefin fiber, an acrylic fiber, a rayon fiber, a cotton fiber, an animal hair fiber, a polyurethane fiber, a polyvinyl chloride fiber, a polyvinylidene chloride fiber, an acetate fiber, a polycarbonate fiber, etc.
- other fibers such as a polyester fiber, a cellulose fiber, a polyamide fiber, a polyolefin fiber, an acrylic fiber, a rayon fiber, a cotton fiber, an animal hair fiber, a polyurethane fiber, a polyvinyl chloride fiber, a polyvinylidene chloride fiber, an acetate fiber, a polycarbonate fiber, etc.
- a proportion of the meta-type wholly aromatic polyamide fiber contained in the cloth is 50% by mass or more relative to the cloth mass, the excellent flame retardancy is obtained, and hence, such is preferred.
- the above-described flame-retardant fiber, synthetic fiber, regenerated fiber, or natural fiber can be arbitrarily mixed according to an application or needs of use.
- a mixed fiber in a mixing ratio of 50 to 98% by mass of a meta-type wholly aromatic polyamide resin, 2 to 50% by mass of a polyester fiber, and 0 to 50% by mass of a cellulose-based fiber can be made to have both dye affinity and comfortableness. The proportions may be adjusted according to the performance to be emphasized.
- any one of fibers constituting the cloth contains a flame retarder, or a UV absorber or a UV reflector.
- its solubility in water is preferably 0.04 mg/L or less.
- solubility in water is more than 0.04 mg/L, in dyeing with the carrier agent, there is also a concern that the UV absorber elutes, so that light fastness after dyeing decreases.
- a method for producing the above-described cloth is not particularly limited. For example, there may be adopted a method in which a spun yarn is obtained using the above-described organic fiber (or the above-described organic fiber and other fibers), woven or knitted as a single yarn or a 2-ply yarn, and then dyed with a carrier agent, followed by hot water washing by the above-described method.
- woven fabric structures such as a plain weave, a twill weave, a satin weave, a double weave, etc.
- a knit or a nonwoven fabric may also be adopted.
- the production method of a cloth is not particularly limited.
- a known knit-weaving loom such as a rapier loom, a gripper loom, etc., can be used.
- the resulting cloth uses the above-described organic fiber, and therefore, it is excellent in hyperchromicity and flame retardancy.
- the hyperchromicity is preferably 80 or less (more preferably 52.5 or less, and still more preferably 10 to 52.3) in terms of a brightness index L value.
- the flame retardancy is preferably 26 or more (more preferably 26 to 40) in terms of LOI.
- an afterflame time of the cloth is preferably 25 seconds or less (more preferably 1 second or less).
- its areal weight is preferably 300 g/m 2 or less (more preferably 50 to 250 g/m 2 ).
- the areal weight is more than 300 g/m 2 , there is a concern that lightweight properties of the cloth are impaired.
- the garments of the present invention are garments composed of the above-described cloth.
- Examples of such garments include protective clothes, firefighter clothes, fireproof clothes, rescue clothes, activities clothes, office clothes, racing suits for motor sports, work clothes, gloves, hats, bests, and the like.
- the above-described work clothes include work clothes for activities in a steel plant or steel factory, work clothes for welding, work clothes in an explosion-proof area, and the like.
- the above-described gloves include work gloves used in the aircraft industry, the information equipment industry, the precision machinery industry, and the like where precision components are treated.
- the above-described cloth may also be used for fiber products, such as a curtain, a car sheet, a bag, etc.
- An afterflame time (sec) was evaluated on the basis of JIS L1091A-4 (three second flame contact).
- raw fibers were bundled into a fiber bundle of about 1 mm in diameter and mounted on a fiber sample table to measure a diffraction profile.
- the measurement conditions were as follows: Cu-K ⁇ radiation source (50 kV, 300 mA), scanning angle range: 10 to 35°, continuous measurement, measurement width: 0.1°, scanning at 1°/min. From the measured diffraction profile, air scattering and incoherent scattering were corrected by linear approximation to obtain a total scattering profile. Subsequently, an amorphous scattering profile was subtracted from the total scattering profile to obtain a crystal scattering profile.
- a crystallinity was determined from an integrated intensity of the crystal scattering profile (crystal scattering intensity) and an integrated intensity of the total scattering profile (total scattering intensity) according to the following equation.
- Chrystallinity % Crystal scattering intensity / Total scattering intensity ⁇ 100
- a GC/MS sample made of a fiber sample was charged in a sample tube and measured by ATD. After confirming a carrier agent by a qualitative analysis, a quantitative analysis was performed under the following conditions.
- the color measurement was performed using a MacBeth spectrophotometer, Color-Eye 3100.
- a meta-type wholly aromatic aramid fiber was prepared by the following method.
- a UV absorber made of a 2-[2H-benzotriazol-2-yl]-4-6-bis(1-methyl-1-phenylethyl)ph enol powder (solubility in water: 0.01 mg/L) in an amount of 3.0% by mass relative to the polymer was mixed with and dissolved in the polymer solution, and the mixture was defoamed under reduced pressure to prepare a spinning solution (spinning dope).
- the spinning dope was discharged and spun from a spinneret having a hole diameter of 0.07 mm and a number of holes of 500 into a coagulation bath at a bath temperature of 30°C.
- the spinning dope was discharged and spun into the coagulation bath at a yarn speed of 7 m/min.
- the fiber after washing was subjected to a dry heat treatment using a hot roller having a surface temperature of 280°C, thereby obtaining a meta-type wholly aromatic aramid fiber.
- the meta-type wholly aromatic aramid fiber was crimped and cut into staple fibers having a length of 51mm (raw stock) .
- the resulting meta-type wholly aromatic aramid fiber had the following properties: single fiber fineness: 1.7 dtex, content of residual solvent: 0.08% by mass, and crystallinity: 19%.
- a para-type aramid fiber "TWARON (registered trademark)", manufactured by Teijin Aramid and a conductive yarn (nylon): “NO SHOCK (registered trademark)", manufactured by Solutia Inc. (nylon conductive yarn having conductive carbon fine particles kneaded thereinto) were prepared.
- respective staple fibers of a meta-type wholly aromatic aramid fiber (MA) (length: 51 mm), a para-type wholly aromatic polyamide (PA) (length: 50 mm), and a nylon conductive yarn (AS) (length: 51 mm) were blend-spun in a ratio of MA/PA/AS of 93/5/2 into a spun yarn (40 count, 2-ply yarn), and woven at a weaving density of warp: 65 yarns/25.4 mm and weft: 55 yarns/25.4 mm, thereby giving a plain-woven fabric having an areal weight of 170 g/m 2 .
- the cloth was treated with a dyeing prescription and a hot water washing prescription.
- 40 g/L means "40 g is contained based on one liter of water”.
- the cloth was subjected to hot water washing with hot water at a temperature of 130°C for 20 minutes. Subsequently, the cloth was subjected to dry heat setting at a temperature of 180°C for 2 minutes.
- Example 1 The same operation as in Example 1 was performed, except that the one-time hot water washing prescription treatment of 130°C ⁇ 20 min was changed to a two-time treatment of 130°C ⁇ 20 min.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that the one-time hot water washing prescription treatment of 130°C ⁇ 20 min was changed to a two-time treatment of 120°C ⁇ 20 min.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that 40 g/L of DOWANOL PPH in the dyeing prescription was changed to 60 g/L of benzyl alcohol.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that 40 g/L of DOWANOL PPH in the dyeing prescription was changed to 60 g/L of benzyl alcohol, and that the hot water washing prescription treatment of 130°C ⁇ 20 min was changed to a two-time treatment of 120°C ⁇ 20 min.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that 40 g/L of DOWANOL PPH in the dyeing prescription was changed to 60 g/L of benzyl alcohol, and that the hot water washing prescription treatment of 130°C ⁇ 20 min was changed to a two-time treatment of 120°C ⁇ 20 min.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that 40 g/L of DOWANOL PPH in the dyeing prescription was changed to 60 g/L of benzyl alcohol, and that the hot water washing prescription treatment of 130°C ⁇ 20 min was changed to a two-time treatment of 120°C ⁇ 20 min.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that the hot water washing prescription treatment of 130°C ⁇ 20 min was changed to a one-time treatment of 90°C ⁇ 20 min.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that the hot water washing prescription treatment of 130°C ⁇ 20 min was changed to a five-time treatment of 90°C ⁇ 20 min.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that the hot water washing prescription treatment of 130°C ⁇ 20 min was changed to a ten-time treatment of 90°C ⁇ 20 min. The results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that the amount of DOWANOL PPH in the dyeing prescription was changed to 30 g/L.
- the evaluation results are shown in Table 1.
- Example 1 The same operation as in Example 1 was performed, except that the amount of DOWANOL PPH in the dyeing prescription was changed to 20 g/L.
- the evaluation results are shown in Table 1.
- Example 1 Material mixing ratio (%) Meta-type wholly aromatic polyamide fiber (MA) Flame retardancy Hyperchromicity Crystallinity (%) Content of residual solvent (% by mass) Content of residual carrier agent (% by mass) Afterflame time according to JIS L1091A-4: three second flame contact (sec) L value
- Example 1 MA93/PA5/AS2 19 0.08 0.8 1 52.0
- Example 2 MA93/PA5/AS2 19 0.08 0.5 0 52.3
- Example 3 MA93/PA5/AS2 19 0.08 0.9 1 52.0
- Example 4 MA93/PA5/AS2 19 0.08 0.8 1 51.9
- Example 5 MA93/PA5/AS2 19 0.08 0.4 0 52.2
- Example 6 MA93/PA5/AS2 19 0.08 0.9 1 52.1
- Example 7 MA93/PA5/AS2 19 0.08 0.5 0 52.1 Comparative Example 1 MA93/PA5/PA5/PA5/
- a colored organic fiber that has a deep color and excellent flame retardancy, a cloth and garments each composed of the foregoing organic fiber, and a method for producing a cloth are provided, and its industrial value is extremely large.
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CA (1) | CA2945737A1 (ko) |
MX (1) | MX2016013384A (ko) |
RU (1) | RU2658246C2 (ko) |
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JP6619226B2 (ja) * | 2015-12-24 | 2019-12-11 | 帝人株式会社 | 難燃抗菌性布帛および繊維製品 |
JP6975531B2 (ja) * | 2016-09-05 | 2021-12-01 | 帝人株式会社 | 布帛および繊維製品 |
JP6857470B2 (ja) * | 2016-09-28 | 2021-04-14 | 帝人フロンティア株式会社 | ミシン糸および繊維製品 |
WO2018084040A1 (ja) | 2016-11-01 | 2018-05-11 | 帝人株式会社 | 布帛およびその製造方法および繊維製品 |
CN107447553B (zh) * | 2017-08-15 | 2020-01-17 | 江南大学 | 一种聚酰亚胺纤维及织物的酮酯类载体染色方法 |
CN109778342A (zh) * | 2017-11-14 | 2019-05-21 | 中蓝晨光化工有限公司 | 一种聚对苯撑苯并二恶唑纤维的原位染色方法 |
CN109778338B (zh) * | 2017-11-14 | 2021-06-15 | 中蓝晨光化工有限公司 | 一种聚对苯撑苯并二恶唑纤维连续聚合纺丝的生产工艺 |
CN109774282B (zh) * | 2019-03-15 | 2021-03-05 | 杭州友普装饰材料有限公司 | 一种耐火抑菌型窗帘布料及其制备方法 |
CN112376300B (zh) * | 2020-10-27 | 2022-07-05 | 武汉纺织大学 | 一种丙纶织物的后染方法 |
CN115821417A (zh) * | 2021-09-17 | 2023-03-21 | 中国石油化工股份有限公司 | 共聚自着色芳纶的制备方法及共聚自着色芳纶纤维 |
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JPS493469B1 (ko) * | 1970-12-21 | 1974-01-26 | ||
JPS5716983A (en) * | 1980-07-07 | 1982-01-28 | Teijin Ltd | Dyeing of aromatic polyamide composition |
US4710200A (en) * | 1986-05-14 | 1987-12-01 | Burlington Industries, Inc. | Process for the continuous dyeing of poly(m-phenylene-isophthalamide) fibers |
US4981488A (en) * | 1989-08-16 | 1991-01-01 | Burlington Industries, Inc. | Nomex printing |
US5096459A (en) * | 1990-09-26 | 1992-03-17 | E. I. Du Pont De Nemours And Company | Method of dyeing aromatic polyamide fibers with water-soluble dyes |
JP2003147651A (ja) | 2001-11-07 | 2003-05-21 | Toray Ind Inc | 耐熱性複合紡績糸およびそれを用いてなる布帛 |
WO2008141060A2 (en) * | 2007-05-08 | 2008-11-20 | Southern Mills, Inc. | Systems and methods for dyeing inheretently flame resistant fibers without using accelerants or carriers |
JP2008291384A (ja) * | 2007-05-24 | 2008-12-04 | Teijin Techno Products Ltd | 全芳香族ポリアミド繊維の染色方法 |
JP5188841B2 (ja) | 2008-03-05 | 2013-04-24 | ユニチカトレーディング株式会社 | 複合紡績糸及び織編物 |
JP2009249758A (ja) | 2008-04-04 | 2009-10-29 | Toyobo Co Ltd | 被覆性及び耐摩耗性に優れた芯鞘複合糸及び織編物 |
JP4804590B1 (ja) * | 2010-04-14 | 2011-11-02 | 帝人テクノプロダクツ株式会社 | メタ型全芳香族ポリアミド繊維 |
JP5671277B2 (ja) * | 2010-08-09 | 2015-02-18 | 岐セン株式会社 | アラミド繊維の染色方法 |
JP2012207348A (ja) | 2011-03-30 | 2012-10-25 | Teijin Techno Products Ltd | アラミド繊維の染色方法 |
WO2012133662A1 (ja) * | 2011-03-30 | 2012-10-04 | 東海染工株式会社 | アラミド繊維の染色方法及び染色されたアラミド繊維 |
JP5774896B2 (ja) * | 2011-04-13 | 2015-09-09 | 帝人株式会社 | アラミド繊維を含む染色布帛および染色方法 |
JP2013204210A (ja) * | 2012-03-29 | 2013-10-07 | Teijin Ltd | 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 |
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- 2015-04-06 BR BR112016023687A patent/BR112016023687A2/pt not_active Application Discontinuation
- 2015-04-06 RU RU2016144442A patent/RU2658246C2/ru not_active IP Right Cessation
- 2015-04-06 WO PCT/JP2015/060712 patent/WO2015159749A1/ja active Application Filing
- 2015-04-06 KR KR1020167031358A patent/KR20160140951A/ko unknown
- 2015-04-06 CN CN201580019932.3A patent/CN106232898B/zh active Active
- 2015-04-06 JP JP2016513722A patent/JP6355720B2/ja active Active
- 2015-04-06 US US15/303,824 patent/US20170037543A1/en not_active Abandoned
- 2015-04-06 AU AU2015247107A patent/AU2015247107B2/en not_active Ceased
- 2015-04-06 EP EP15779705.1A patent/EP3133204B1/en not_active Not-in-force
- 2015-04-06 MX MX2016013384A patent/MX2016013384A/es unknown
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Also Published As
Publication number | Publication date |
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JP6355720B2 (ja) | 2018-07-11 |
CN106232898A (zh) | 2016-12-14 |
KR20160140951A (ko) | 2016-12-07 |
JP2018138713A (ja) | 2018-09-06 |
EP3133204A4 (en) | 2017-05-03 |
CN106232898B (zh) | 2019-05-10 |
AU2015247107B2 (en) | 2018-08-30 |
CA2945737A1 (en) | 2015-10-22 |
AU2015247107A1 (en) | 2016-11-24 |
TW201606150A (zh) | 2016-02-16 |
RU2016144442A (ru) | 2018-05-15 |
US20190226122A1 (en) | 2019-07-25 |
US20170037543A1 (en) | 2017-02-09 |
WO2015159749A1 (ja) | 2015-10-22 |
JP6570703B2 (ja) | 2019-09-04 |
JPWO2015159749A1 (ja) | 2017-04-13 |
BR112016023687A2 (pt) | 2017-08-15 |
EP3133204A1 (en) | 2017-02-22 |
MX2016013384A (es) | 2017-02-15 |
RU2658246C2 (ru) | 2018-06-19 |
RU2016144442A3 (ko) | 2018-05-15 |
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