JP6112683B2 - スルホン化ナフタレンポリオキサジアゾールポリマーより得られる繊維のブレンドから製造された難燃性紡績短繊維ヤーン - Google Patents
スルホン化ナフタレンポリオキサジアゾールポリマーより得られる繊維のブレンドから製造された難燃性紡績短繊維ヤーン Download PDFInfo
- Publication number
- JP6112683B2 JP6112683B2 JP2015517350A JP2015517350A JP6112683B2 JP 6112683 B2 JP6112683 B2 JP 6112683B2 JP 2015517350 A JP2015517350 A JP 2015517350A JP 2015517350 A JP2015517350 A JP 2015517350A JP 6112683 B2 JP6112683 B2 JP 6112683B2
- Authority
- JP
- Japan
- Prior art keywords
- fibers
- fiber
- parts
- weight
- yarn
- 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.)
- Active
Links
- 239000000835 fiber Substances 0.000 title claims description 400
- 239000000203 mixture Substances 0.000 title claims description 87
- 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 title claims description 42
- 239000003063 flame retardant Substances 0.000 title claims description 42
- 229920000642 polymer Polymers 0.000 title claims description 42
- 150000002790 naphthalenes Chemical class 0.000 title description 17
- 239000004744 fabric Substances 0.000 claims description 92
- 238000009987 spinning Methods 0.000 claims description 44
- 150000001768 cations Chemical class 0.000 claims description 38
- 229920005594 polymer fiber Polymers 0.000 claims description 23
- 229910052760 oxygen Inorganic materials 0.000 claims description 18
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 17
- 239000001301 oxygen Substances 0.000 claims description 17
- 229920002821 Modacrylic Polymers 0.000 claims description 16
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 239000004753 textile Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 description 62
- 239000000243 solution Substances 0.000 description 47
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 35
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 32
- 229920003235 aromatic polyamide Polymers 0.000 description 30
- 239000004760 aramid Substances 0.000 description 29
- 230000008569 process Effects 0.000 description 29
- 229920001577 copolymer Polymers 0.000 description 27
- 239000000975 dye Substances 0.000 description 25
- 239000008367 deionised water Substances 0.000 description 24
- 229910021641 deionized water Inorganic materials 0.000 description 24
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 20
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 18
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 16
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 16
- 230000001681 protective effect Effects 0.000 description 15
- 230000015271 coagulation Effects 0.000 description 14
- 238000005345 coagulation Methods 0.000 description 14
- 239000004693 Polybenzimidazole Substances 0.000 description 13
- 229920002480 polybenzimidazole Polymers 0.000 description 13
- 238000006116 polymerization reaction Methods 0.000 description 13
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 12
- 229920000742 Cotton Polymers 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 229920002577 polybenzoxazole Polymers 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 239000000178 monomer Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- -1 polybenzothiazole Polymers 0.000 description 9
- 238000005520 cutting process Methods 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 229910000377 hydrazine sulfate Inorganic materials 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 8
- 235000017557 sodium bicarbonate Nutrition 0.000 description 8
- 238000002166 wet spinning Methods 0.000 description 8
- FUSNOPLQVRUIIM-UHFFFAOYSA-N 4-amino-2-(4,4-dimethyl-2-oxoimidazolidin-1-yl)-n-[3-(trifluoromethyl)phenyl]pyrimidine-5-carboxamide Chemical compound O=C1NC(C)(C)CN1C(N=C1N)=NC=C1C(=O)NC1=CC=CC(C(F)(F)F)=C1 FUSNOPLQVRUIIM-UHFFFAOYSA-N 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- 239000000654 additive Substances 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 239000012493 hydrazine sulfate Substances 0.000 description 7
- 238000007378 ring spinning Methods 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 239000002759 woven fabric Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- 241000018242 Obba <basidiomycete fungus> Species 0.000 description 6
- 229920006231 aramid fiber Polymers 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 239000000981 basic dye Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 150000004985 diamines Chemical class 0.000 description 6
- 229920001519 homopolymer Polymers 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000004745 nonwoven fabric Substances 0.000 description 6
- 230000035515 penetration Effects 0.000 description 6
- MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 125000005605 benzo group Chemical group 0.000 description 5
- 238000000578 dry spinning Methods 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 239000000523 sample Substances 0.000 description 5
- 238000006277 sulfonation reaction Methods 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 229920000271 Kevlar® Polymers 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 238000005299 abrasion Methods 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- 229910000410 antimony oxide Inorganic materials 0.000 description 4
- 235000019445 benzyl alcohol Nutrition 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 210000000720 eyelash Anatomy 0.000 description 4
- 238000009940 knitting Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 4
- 229920002647 polyamide Polymers 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical group [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000004772 Sontara Substances 0.000 description 3
- 229920001494 Technora Polymers 0.000 description 3
- 229920000561 Twaron Polymers 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 239000000919 ceramic Substances 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 239000004761 kevlar Substances 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000002356 single layer Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004950 technora Substances 0.000 description 3
- 239000004762 twaron Substances 0.000 description 3
- 238000004804 winding Methods 0.000 description 3
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- WVDRSXGPQWNUBN-UHFFFAOYSA-N 4-(4-carboxyphenoxy)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OC1=CC=C(C(O)=O)C=C1 WVDRSXGPQWNUBN-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 229920000049 Carbon (fiber) Polymers 0.000 description 2
- LULFWAWCOILAGA-UHFFFAOYSA-N Cc1nnc(-c2cc(C)ccc2)[o]1 Chemical compound Cc1nnc(-c2cc(C)ccc2)[o]1 LULFWAWCOILAGA-UHFFFAOYSA-N 0.000 description 2
- 0 Cc1nnc(-c2cc(c(*)cc(C)c3)c3c(*)c2)[o]1 Chemical compound Cc1nnc(-c2cc(c(*)cc(C)c3)c3c(*)c2)[o]1 0.000 description 2
- 229920012306 M5 Rigid-Rod Polymer Fiber Polymers 0.000 description 2
- 229920000784 Nomex Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 2
- 239000004917 carbon fiber Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical compound OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 229940098779 methanesulfonic acid Drugs 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000004763 nomex Substances 0.000 description 2
- 238000007383 open-end spinning Methods 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 239000011087 paperboard Substances 0.000 description 2
- 229920000137 polyphosphoric acid Polymers 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 229920003252 rigid-rod polymer Polymers 0.000 description 2
- 238000001542 size-exclusion chromatography Methods 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 125000006850 spacer group Chemical group 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical group O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 1
- NOCMDKSIILTPLO-UHFFFAOYSA-N CC1(C=CC(C)=CC1)c1nnc(C)[o]1 Chemical compound CC1(C=CC(C)=CC1)c1nnc(C)[o]1 NOCMDKSIILTPLO-UHFFFAOYSA-N 0.000 description 1
- FIYBFWOENIDUSK-UHFFFAOYSA-N Cc1nnc(-c2ccc(C)cc2)[o]1 Chemical compound Cc1nnc(-c2ccc(C)cc2)[o]1 FIYBFWOENIDUSK-UHFFFAOYSA-N 0.000 description 1
- 210000000712 G cell Anatomy 0.000 description 1
- XLYOFNOQVPJJNP-ZSJDYOACSA-N Heavy water Chemical compound [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000004931 aggregating effect Effects 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000010042 air jet spinning Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000001463 antimony compounds Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000009960 carding Methods 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000012993 chemical processing Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000013305 flexible fiber Substances 0.000 description 1
- 244000144992 flock Species 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229920006253 high performance fiber Polymers 0.000 description 1
- ZGCHATBSUIJLRL-UHFFFAOYSA-N hydrazine sulfate Chemical compound NN.OS(O)(=O)=O ZGCHATBSUIJLRL-UHFFFAOYSA-N 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- KBWUXUSGYHVTSX-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21.C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 KBWUXUSGYHVTSX-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- LFURPMCPSFAXJY-HGFPCDIYSA-N sodium;2,2,3,3-tetradeuterio-3-trimethylsilylpropanoic acid Chemical compound [Na].OC(=O)C([2H])([2H])C([2H])([2H])[Si](C)(C)C LFURPMCPSFAXJY-HGFPCDIYSA-N 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
- D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
- D02G3/00—Yarns or threads, e.g. fancy yarns; Processes or apparatus for the production thereof, not otherwise provided for
- D02G3/02—Yarns or threads characterised by the material or by the materials from which they are made
- D02G3/04—Blended or other yarns or threads containing components made from different materials
-
- 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
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
-
- D—TEXTILES; PAPER
- D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
- D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
- D02G3/00—Yarns or threads, e.g. fancy yarns; Processes or apparatus for the production thereof, not otherwise provided for
- D02G3/02—Yarns or threads characterised by the material or by the materials from which they are made
- D02G3/04—Blended or other yarns or threads containing components made from different materials
- D02G3/045—Blended or other yarns or threads containing components made from different materials all components being made from artificial or synthetic material
-
- D—TEXTILES; PAPER
- D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
- D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
- D02G3/00—Yarns or threads, e.g. fancy yarns; Processes or apparatus for the production thereof, not otherwise provided for
- D02G3/44—Yarns or threads characterised by the purpose for which they are designed
-
- D—TEXTILES; PAPER
- D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
- D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
- D02G3/00—Yarns or threads, e.g. fancy yarns; Processes or apparatus for the production thereof, not otherwise provided for
- D02G3/44—Yarns or threads characterised by the purpose for which they are designed
- D02G3/443—Heat-resistant, fireproof or flame-retardant yarns or threads
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Mechanical Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
- Artificial Filaments (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Woven Fabrics (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201261660115P | 2012-06-15 | 2012-06-15 | |
US61/660,115 | 2012-06-15 | ||
PCT/US2013/045127 WO2014007948A2 (fr) | 2012-06-15 | 2013-06-11 | Fils discontinus filés ignifuges constitués de mélanges de fibres dérivées de polymères de naphtalène polyoxadiazole sulfonaté |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2015526601A JP2015526601A (ja) | 2015-09-10 |
JP2015526601A5 JP2015526601A5 (fr) | 2016-07-28 |
JP6112683B2 true JP6112683B2 (ja) | 2017-04-12 |
Family
ID=49486649
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015517350A Active JP6112683B2 (ja) | 2012-06-15 | 2013-06-11 | スルホン化ナフタレンポリオキサジアゾールポリマーより得られる繊維のブレンドから製造された難燃性紡績短繊維ヤーン |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP2861789B1 (fr) |
JP (1) | JP6112683B2 (fr) |
CN (1) | CN104540987B (fr) |
WO (1) | WO2014007948A2 (fr) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109576843A (zh) * | 2018-12-29 | 2019-04-05 | 江苏宝德新材料有限公司 | 一种阻燃耐高温pod纤维赛络纺纺纱工艺 |
CN111424353A (zh) * | 2020-02-24 | 2020-07-17 | 山东宏业纺织股份有限公司 | 一种阻燃缝纫线及其生产工艺 |
Family Cites Families (41)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3063966A (en) | 1958-02-05 | 1962-11-13 | Du Pont | Process of making wholly aromatic polyamides |
US3227793A (en) | 1961-01-23 | 1966-01-04 | Celanese Corp | Spinning of a poly(polymethylene) terephthalamide |
US3193602A (en) | 1962-08-13 | 1965-07-06 | Monsanto Co | Process for the production of flame retarded acrylic fibers |
US3414645A (en) | 1964-06-19 | 1968-12-03 | Monsanto Co | Process for spinning wholly aromatic polyamide fibers |
US3869429A (en) | 1971-08-17 | 1975-03-04 | Du Pont | High strength polyamide fibers and films |
US3869430A (en) | 1971-08-17 | 1975-03-04 | Du Pont | High modulus, high tenacity poly(p-phenylene terephthalamide) fiber |
US3748302A (en) | 1971-11-17 | 1973-07-24 | Du Pont | Flame-retarded acrylonitrile fibers |
US3767756A (en) | 1972-06-30 | 1973-10-23 | Du Pont | Dry jet wet spinning process |
GB1527352A (en) * | 1974-09-17 | 1978-10-04 | Ici Ltd | Shaped articles of polyoxadiazoles |
JPS5158521A (en) * | 1975-09-17 | 1976-05-21 | Ici Ltd | Horifueniren 1 3 44 okisajiazooruno enshinfuiramentono seizoho |
JPS5881637A (ja) * | 1981-11-11 | 1983-05-17 | 帝人株式会社 | 耐熱性紡績糸 |
US4533693A (en) | 1982-09-17 | 1985-08-06 | Sri International | Liquid crystalline polymer compositions, process, and products |
US4772678A (en) | 1983-09-15 | 1988-09-20 | Commtech International Management Corporation | Liquid crystalline polymer compositions, process, and products |
US4703103A (en) | 1984-03-16 | 1987-10-27 | Commtech International | Liquid crystalline polymer compositions, process and products |
EP0183014B1 (fr) | 1984-10-05 | 1994-02-02 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Mélange de fibres retardant la flamme |
US5208105A (en) | 1984-10-05 | 1993-05-04 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Flame-retarded composite fiber |
US4939235A (en) | 1985-09-26 | 1990-07-03 | Foster-Miller, Inc. | Biaxially oriented ordered polybenzothiazole film |
US4973442A (en) | 1985-09-26 | 1990-11-27 | Foster Miller Inc. | Forming biaxially oriented ordered polymer films |
US4847350A (en) | 1986-05-27 | 1989-07-11 | The Dow Chemical Company | Preparation of aromatic heterocyclic polymers |
US4898924A (en) | 1989-01-11 | 1990-02-06 | Hoechst Celanese Corporation | Process for the production of biaxially oriented rigid rod heterocyclic liquid crystalline polymer films |
US5089591A (en) | 1990-10-19 | 1992-02-18 | The Dow Chemical Company | Rapid advancement of molecular weight in polybenzazole oligomer dopes |
US5276128A (en) | 1991-10-22 | 1994-01-04 | The Dow Chemical Company | Salts of polybenzazole monomers and their use |
US5367042A (en) | 1992-08-27 | 1994-11-22 | The Dow Chemical Company | Process for fabricating oriented polybenzazole films |
US5674969A (en) | 1993-04-28 | 1997-10-07 | Akzo Nobel Nv | Rigid rod polymer based on pyridobisimidazole |
US5667743A (en) | 1996-05-21 | 1997-09-16 | E. I. Du Pont De Nemours And Company | Wet spinning process for aramid polymer containing salts |
DE60025273T2 (de) | 1999-06-14 | 2006-08-31 | E.I. Dupont De Nemours And Co., Wilmington | Streckreissverfahren und produkt |
US7528216B2 (en) | 2006-05-01 | 2009-05-05 | E.I. Du Pont De Nemours And Company | Two step preparation of random polyoxadiazole copolymer and articles resulting therefrom |
US7582721B2 (en) | 2006-05-01 | 2009-09-01 | E.I. Du Pont De Nemours And Company | Two step preparation of random polyoxadiazole copolymer and articles resulting therefrom |
US20080014440A1 (en) * | 2006-07-13 | 2008-01-17 | Kiu-Seung Lee | Polyoxadiazole composite fibers |
US7528217B2 (en) * | 2006-10-06 | 2009-05-05 | E.I. Du Pont De Nemours And Company | Polymers and fibers formed therefrom |
DE102007007879A1 (de) | 2007-02-14 | 2008-08-21 | Gkss-Forschungszentrum Geesthacht Gmbh | Beschichtung eines Bauteils |
DE102007029542A1 (de) | 2007-06-25 | 2009-01-02 | Gkss-Forschungszentrum Geesthacht Gmbh | Verfahren zur Herstellung eines sulfonierten Poly (1,3,4-oxadiazol)-Polymers |
US7537830B2 (en) * | 2007-08-22 | 2009-05-26 | E.I. Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from diamino diphenyl sulfone, low thermal shrinkage fibers, flame resistant fibers, and antistatic fibers and fabrics and garments made therefrom and methods for making same |
US7700190B2 (en) * | 2007-08-22 | 2010-04-20 | E.I. Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from diamino diphenyl sulfone and textile fibers and fabrics and garments made therefrom and methods for making same |
US7700191B2 (en) * | 2007-08-22 | 2010-04-20 | E.I. Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from diamino diphenyl sulfone and high modulus fibers and fabrics and garments made therefrom and methods for making same |
US7537831B2 (en) * | 2007-08-22 | 2009-05-26 | E.I. Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from diamino diphenyl sulfone and modacrylic fibers and fabrics and garments made therefrom and methods for making same |
US7618707B2 (en) * | 2007-08-22 | 2009-11-17 | E.I. Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from diamino diphenyl sulfone and modacrylic fibers and fabrics and garments made therefrom and methods for making same |
DE102008009068A1 (de) | 2008-02-13 | 2009-08-27 | Gkss-Forschungszentrum Geesthacht Gmbh | Verfahren zur Herstellung eines Polyoxadiazol-Polymers |
US20130210306A1 (en) * | 2010-12-16 | 2013-08-15 | E I Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from sulfonated polyoxadiazole polymers |
US9370212B2 (en) * | 2011-09-02 | 2016-06-21 | E I Du Pont De Nemours And Company | Article of thermal protective clothing |
US8695319B2 (en) * | 2011-12-05 | 2014-04-15 | E I Du Pont De Nemours And Company | Yarns of polyoxadiazole and modacrylic fibers and fabrics and garments made therefrom and methods for making same |
-
2013
- 2013-06-11 WO PCT/US2013/045127 patent/WO2014007948A2/fr active Application Filing
- 2013-06-11 JP JP2015517350A patent/JP6112683B2/ja active Active
- 2013-06-11 EP EP13783124.4A patent/EP2861789B1/fr active Active
- 2013-06-11 CN CN201380041417.6A patent/CN104540987B/zh active Active
Also Published As
Publication number | Publication date |
---|---|
CN104540987B (zh) | 2018-08-28 |
WO2014007948A2 (fr) | 2014-01-09 |
CN104540987A (zh) | 2015-04-22 |
JP2015526601A (ja) | 2015-09-10 |
EP2861789A2 (fr) | 2015-04-22 |
EP2861789B1 (fr) | 2020-09-09 |
WO2014007948A3 (fr) | 2014-05-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2012082434A1 (fr) | Fils de fibres courtes, filées-liées, ignifuges, faits de mélanges de fibres issues de polymères de polyoxadiazole sulfoné | |
EP2652012B1 (fr) | Préparation de polymères de polyoxadiazole sulfoné | |
EP2652011B1 (fr) | Polymères de polyoxadiazole sulfonés | |
JP6112683B2 (ja) | スルホン化ナフタレンポリオキサジアゾールポリマーより得られる繊維のブレンドから製造された難燃性紡績短繊維ヤーン | |
JP5149966B2 (ja) | 4,4’ジアミノジフェニルスルホンを含む複数のアミンモノマーから誘導された構造を含有するコポリマーを含む繊維およびそれらの製造方法 | |
JP6300378B2 (ja) | スルホン化したポリオキサジアゾールポリマー物品 | |
JP2015519464A (ja) | スルホン化したナフタレンポリオキサジアゾールポリマー | |
KR102213424B1 (ko) | 폴리(m-페닐렌 아이소프탈아미드) 및 (6)-아미노-2-(p-아미노페닐)벤즈이미다졸로부터 제조된 공중합체의 혼합물을 포함하는 섬유 | |
US9150693B2 (en) | Preparation of sulfonated naphthalene polyoxadiazoles polymers | |
JP2010537078A (ja) | 3,3’ジアミノジフェニルスルホンを含む複数のアミンモノマーから誘導された構造を含有するコポリマーを含む繊維およびそれらの製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20160606 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20160606 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20170210 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20170215 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20170310 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6112683 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313113 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |