EP2297394A1 - Composition additive pour auxiliaires textiles - Google Patents
Composition additive pour auxiliaires textilesInfo
- Publication number
- EP2297394A1 EP2297394A1 EP09746146A EP09746146A EP2297394A1 EP 2297394 A1 EP2297394 A1 EP 2297394A1 EP 09746146 A EP09746146 A EP 09746146A EP 09746146 A EP09746146 A EP 09746146A EP 2297394 A1 EP2297394 A1 EP 2297394A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- textile
- fibers
- knits
- yarns
- 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.)
- Granted
Links
- 239000004753 textile Substances 0.000 title claims abstract description 85
- 239000000203 mixture Substances 0.000 title claims abstract description 73
- 239000000654 additive Substances 0.000 title description 14
- 230000000996 additive effect Effects 0.000 title description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 30
- -1 alkyl sulphates Chemical class 0.000 claims abstract description 30
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- 238000004043 dyeing Methods 0.000 claims abstract description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 22
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 16
- 239000001257 hydrogen Substances 0.000 claims abstract description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000003585 thioureas Chemical class 0.000 claims abstract description 8
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 7
- 239000000839 emulsion Substances 0.000 claims abstract description 7
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 5
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 4
- 125000005599 alkyl carboxylate group Chemical group 0.000 claims abstract description 4
- 150000002334 glycols Chemical class 0.000 claims abstract description 4
- 235000021317 phosphate Nutrition 0.000 claims abstract description 4
- 239000000835 fiber Substances 0.000 claims description 68
- 239000004744 fabric Substances 0.000 claims description 42
- 238000010438 heat treatment Methods 0.000 claims description 38
- 239000004952 Polyamide Substances 0.000 claims description 34
- 229920002647 polyamide Polymers 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 238000011282 treatment Methods 0.000 claims description 18
- 229920002334 Spandex Polymers 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- 239000003352 sequestering agent Substances 0.000 claims description 11
- 230000006641 stabilisation Effects 0.000 claims description 10
- 238000011105 stabilization Methods 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 9
- 239000011149 active material Substances 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 229920002994 synthetic fiber Polymers 0.000 claims description 8
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 8
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 7
- 229960001484 edetic acid Drugs 0.000 claims description 7
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims description 6
- 230000002528 anti-freeze Effects 0.000 claims description 6
- 239000004760 aramid Substances 0.000 claims description 6
- 229960003330 pentetic acid Drugs 0.000 claims description 6
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000012188 paraffin wax Substances 0.000 claims description 5
- 239000012209 synthetic fiber Substances 0.000 claims description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- 238000007654 immersion Methods 0.000 claims description 3
- 229920000058 polyacrylate Polymers 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 150000003871 sulfonates Chemical class 0.000 claims description 3
- OCUCCJIRFHNWBP-IYEMJOQQSA-L Copper gluconate Chemical class [Cu+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O OCUCCJIRFHNWBP-IYEMJOQQSA-L 0.000 claims description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims description 2
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 2
- 229920006231 aramid fiber Polymers 0.000 claims description 2
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 claims description 2
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 claims description 2
- 235000012208 gluconic acid Nutrition 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 abstract description 3
- 239000007798 antifreeze agent Substances 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 42
- 239000000463 material Substances 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 6
- 238000011144 upstream manufacturing Methods 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 5
- 239000000080 wetting agent Substances 0.000 description 5
- 229920003235 aromatic polyamide Polymers 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 4
- 238000009940 knitting Methods 0.000 description 4
- 229920002292 Nylon 6 Polymers 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000009987 spinning Methods 0.000 description 3
- 239000004758 synthetic textile Substances 0.000 description 3
- 238000009941 weaving Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000004954 Polyphthalamide Substances 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 229920006375 polyphtalamide Polymers 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 238000007493 shaping process Methods 0.000 description 2
- 239000004759 spandex Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 230000002459 sustained effect Effects 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
- 239000004953 Aliphatic polyamide Substances 0.000 description 1
- 235000017166 Bambusa arundinacea Nutrition 0.000 description 1
- 235000017491 Bambusa tulda Nutrition 0.000 description 1
- 235000018185 Betula X alpestris Nutrition 0.000 description 1
- 235000018212 Betula X uliginosa Nutrition 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- 241000237974 Conus textile Species 0.000 description 1
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 244000082204 Phyllostachys viridis Species 0.000 description 1
- 235000015334 Phyllostachys viridis Nutrition 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229920000561 Twaron Polymers 0.000 description 1
- 241001416177 Vicugna pacos Species 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920003231 aliphatic polyamide Polymers 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 125000003368 amide group Chemical class 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 210000000077 angora Anatomy 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000011425 bamboo Substances 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 210000000085 cashmere Anatomy 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- PBZAGXRVDLNBCJ-UHFFFAOYSA-N diheptyl butanedioate Chemical group CCCCCCCOC(=O)CCC(=O)OCCCCCCC PBZAGXRVDLNBCJ-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 235000010204 pine bark Nutrition 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920006306 polyurethane fiber Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- OQFRATAOPGTAOP-UHFFFAOYSA-M sodium;1,4-di(nonoxy)-1,4-dioxobutane-2-sulfonate Chemical compound [Na+].CCCCCCCCCOC(=O)CC(S([O-])(=O)=O)C(=O)OCCCCCCCCC OQFRATAOPGTAOP-UHFFFAOYSA-M 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000010301 surface-oxidation reaction Methods 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000004762 twaron Substances 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
- D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
- D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/368—Hydroxyalkylamines; Derivatives thereof, e.g. Kritchevsky bases
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/34—Polyamides
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/34—Polyamides
- D06M2101/36—Aromatic polyamides
-
- 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
- D06P1/62—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
- D06P1/621—Compounds without nitrogen
- D06P1/622—Sulfonic acids or their salts
- D06P1/623—Aliphatic, aralophatic or cycloaliphatic
-
- 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
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
-
- 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
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
- D06P1/6491—(Thio)urea or (cyclic) derivatives
-
- 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
Definitions
- the present invention relates to auditory compositions for the preparation of textile auxiliaries, especially used to increase the dye affinity of textile fibers.
- Technological background of the invention :
- the knitted polyamide fibers are thus treated at temperatures of between 170 and 200 ° C., or even more, especially according to the elastane content of the knits.
- An increase in the elastane content leads to increasing the processing temperature to obtain the required dimensional stability.
- this heat treatment also has the effect, especially in the case of polyamide fibers, to deteriorate the mechanical properties of the son.
- This mechanical deterioration is already penalizing in itself, but the observations made in the factory on decommissioned lots or in the laboratory systematically correlate this deterioration of the mechanical properties with a decrease in the dye affinity of the fibers, and with a problem of unison of the colour.
- Knits that are not uniformly dyed or are too pale in color must be re-used in a darker color, or re-painted a second time, and are often downgraded, resulting in significant economic loss.
- unison agents which allow to have a better dispersion of the dye in the dye bath, or act either by their affinity with the fiber, or by their affinity with the dye. dye.
- dye for example, nonionic surfactants such as ethoxylated fatty alcohols, ethoxylated or non-ethoxylated fatty acids, ethoxylated fatty amines, alkyl phenols and the like.
- nonionic surfactants such as ethoxylated fatty alcohols, ethoxylated or non-ethoxylated fatty acids, ethoxylated fatty amines, alkyl phenols and the like.
- fatty mercaptans or products containing bisulfate anions, as well as quaternary ammonium compounds.
- the present invention thus relates to a composition in the form of an aqueous solution or emulsion comprising:
- hydroxyalkylamines of the formula: NXiX 2 (C n H 2n OH), wherein Xi and X 2 are independently of the other is hydrogen or hydroxyalkyl radicals of respective formulas C n iH 2n iOH and C n2 H 202 OH, and n, ni, n 2 are integers from 2 to 6, and (b) one or more anionic surfactants selected from alkyl sulfates, alkyl sulfonates, (paraffin sulfonates), alkyl aryl sulfonates, alkyl ether phosphates, alkyl carboxylates, and at least one compound (c) and / or (d) such as:
- (c) is selected from one or more thioureas (thiocarbamides) of formula R R 2 N (CS) NR 3 R 4 , where R 1, R 2 , R 3 , R 4 are independently either hydrogen or hydrocarbon radicals having 1 to 5 carbon atoms, (d) is selected from one or more dialkyl sulfosuccinates in combination with one or more antifreezes selected from methanol, isopropanol, glycols, preferably glycerol, ethylene glycol, propylene glycol or glycol ethers, preferably ethers of ethylene glycol or propylene glycol.
- Such compositions systematically preserve good mechanical properties of the fibers and a very good dyeing affinity, higher than those obtained with textile auxiliaries of the state of the art, whatever the origin of the fibers, for example polyamides. and for high values of treatment temperatures.
- the preservation of the dye affinity is constant, eliminates the risks noted with the processes of the prior art. Not only is there a better preservation of the dye affinity, but also a better unison of dyeing.
- additives for textile auxiliaries according to the invention can be handled safely by the operators. It is also possible to formulate additives according to the invention comprising a minimum of toxicity, as neutral as possible for the environment, and therefore preferably easily removable and biodegradable.
- compositions according to the invention (a) represents from 1 to 15% by weight, preferably from 2 to 10% by weight, or even more preferably from 6 to 9% by weight, (b) represents from 10 to 50% by weight.
- (c) and / or (d) represent 3 to 15% by weight, and the amount of water represents less than 75% by weight of the composition, preferably from 10 to 70%, preferably 50 to 60% by weight.
- compositions according to the invention where the sequestering agents represent from 0.2 to 2% by weight in the composition.
- At least one hydroxyalkylamine (a) is such that X 1 and X 2 represent hydrogen, and n is an integer ranging from 2 to 6.
- the hydroxyalkylamine (a) is chosen from monoethanolamine, diethanolamine, or triethanolamine.
- the alkyl groups of the anionic surfactants (b) comprise from 8 to 22 carbon atoms, preferably from 10 to 18 carbon atoms.
- At least one radical R 1, R 2 , R 3 or R 4 represents hydrogen, preferably R 1, R 2 , R 3 and R 4 represent the hydrogen.
- the alkyl sulphosuccinate dialkyl groups of the compounds (d) contain from 8 to 22, preferably 8 to 12, carbon atoms.
- the compounds (d) are chosen from alkali and alkaline earth metal salts, preferentially sodium, preferentially sodium dioctyl sulfosuccinate.
- the glycol ethers of the composition (d) have the formula: RO- (CH 2 -CH (X)) n 3 -O-R ', with X being either an atom of hydrogen is a CH 2 group, R, R 'being carbon chains comprising between 1 and 5 carbon atoms, and n 3 is an integer between 1 and 10, preferably 1 and 5, preferably 1.
- the composition according to the invention comprises the compounds (a), (b) (c) and a sequestering agent as described above or comprises the compounds (a), (b) and ( d) as described above.
- the present invention also relates to textile auxiliaries incorporating the compositions according to the invention obtained by dilution in water of these compositions.
- the total amount of water is more than 75% by weight, preferably 95 to 99% by weight. More preferably, in the textile auxiliaries the total amount by weight of active material represented by the compounds (a), (b), (c) and / or (d) ranges from 0.2% to 25%, preferably from 1% to 5%.
- the present invention also relates to a process for treating textile yarns, fabrics or knits, intended to undergo a heat treatment, possibly followed by dyeing, comprising, upstream of the heat treatment, a pretreatment of said yarns, fabrics or knits by immersion in a padding bath containing a textile auxiliary according to the invention.
- said fabrics or knits are expressed so that they are coated with 0.1 to 5% by weight, preferably 1 to 4%, more preferably 2 to 4% by weight of material.
- the fibers undergo a multitude of treatments and conditioning various, during spinning operations, winding, knitting, weaving, dimensional stabilization treatment, dyeing, ...
- the fibers can thus be in contact with a large quantity of additives, for example wetting agents, detergents, lubricants, antistatic agents, biocides, bactericides, sequestering agents, hydrogen peroxide stabilizers, sizing agents, dispersants, pH stabilizers, defoamers, unison agents, dyes, dye accelerators, etc.
- additives for example wetting agents, detergents, lubricants, antistatic agents, biocides, bactericides, sequestering agents, hydrogen peroxide stabilizers, sizing agents, dispersants, pH stabilizers, defoamers, unison agents, dyes, dye accelerators, etc.
- compositions according to the invention can be introduced into the processing line of knits and textile fabrics prior to the thermal dimensional stabilization operation, which itself precedes the dyeing operation, without changing the process conditions. Indeed, as the compositions according to the invention are in aqueous solutions or emulsions, they are directly diluted in the padding water bath present upstream of the heat treatment furnace.
- the present invention also relates to the use of these textile auxiliaries for preserving the tenacity and the elongation before breaking of textile fibers and yarns made of textile fibers intended to undergo heat treatment.
- Another object of the present invention is the use of these textile auxiliaries to preserve the dye affinity of textile fibers, yarns, fabrics or knits of textile fibers, intended to undergo a heat treatment.
- hydroxyalkylamines of the compositions according to the invention correspond to the formula NX 1 X 2 (C n H 2n OH), in which X 1 and X 2 are independently of each other either hydrogen or hydroxyalkyl radicals of respective formulas C nl iOH H 2n and C ⁇ n2 n2 OH, and n, ni, n 2 are integers from 2 to 6.
- These compounds provide the additive compositions according to the invention with cold stability properties. Thus, they can be stored cold (around 0 ° C), without the various compounds dissolved in aqueous solution precipitate.
- the hydroxyalkylamines also enhance the antioxidant properties of the additive and auxiliary textile compositions according to the invention, resulting in an increased capacity for preserving the dye affinity and the mechanical properties of the textile fibers.
- These compounds must be capable of being dissolved in water, and this is why the compounds in which the alkyl radicals contain at most 5 carbon atoms, that is to say in which n, and optionally n, and / or n 2, are preferred. between 2 and 5 carbon atoms, preferably between 2 and 3.
- Monoethanolamine, (MEA) 3 diethanolamine, triethanolamine will be preferred.
- the additive compositions according to the invention preferably contain from 1 to 15% by weight of one or more hydroxyalkyl amines, or else from 2 to 15%, or from 3 to 10% by weight, preferably from 5 to 10% by weight. more preferably 6 to 9% by weight of one or more hydroxyalkylamine.
- These compounds are wetting agents used in particular in various textile treatment operations (washing, mercerizing, bleaching), and allowing: the perfect "wetting" of the textile material emulsification of lipophilic impurities - the dispersion of insoluble substances and various degradation products.
- the anionic surfactants (b) according to the invention also participate in the antioxidant properties of the additive and auxiliary textile compositions according to the invention.
- the compounds (b) according to the invention are chosen from alkyl sulphates, alkyl sulphonates, alkylaryl sulphonates, alkyl ether phosphates and alkyl carboxylates.
- the alkyl groups of these surfactants comprise from 8 to 22 carbon atoms, preferably from 8 to 18 or from 10 to 18 carbon atoms, they are preferably paraffinic. Paraffin sulfates, sulfonates, especially lauryl are preferred.
- alkali and alkaline earth metal salts in particular sodium, or magnesium.
- compositions according to the invention preferably contain from 10 to 50% by weight of one or more surfactants (b), or from 15 to 40% by weight, or from 20 to 40% by weight, even more preferably from 25 to 35% by weight.
- Compounds (c): thioureas, of formula R 1 R 2 N (CS) NR 3 R 4 , where R 1, R 2 , R 3 , R 4 are either hydrogen or hydrocarbon radicals may play a role in the prevention of the oxidation phenomenon.
- preference will be given to the thioureas in which R 1 , R 2 , R 3 and R 4 are either hydrogen or hydrocarbon radicals comprising from 1 to 5 carbon atoms.
- EDTA ethylene diamine tetraacetic acid
- NTA niotrilotetraacetic acid
- DTPA diethylene triamine pentaacetic acid
- phosphonic and gluconic acids phosphonates, gluconates, polyacrylates.
- NTA, EDTA, DTPA are particularly preferred.
- compositions according to the invention represent from 2 to 10%, preferably from 3 to 7%, even more preferentially from 4 to 5% by weight.
- the respective proportions of sequestering agent and thiourea may vary, in particular depending on the nature of the thioureas, in the compositions (c).
- the content of sequestering agent is of the order of 0.2 to 2% in the additive compositions according to the invention.
- these thioureas can be totally or partially substituted by compounds (d) as wetting agents and antifreezes.
- the wetting agents contained in these compositions (d) are dialkyl sulphosuccinates of formula:
- R 6 and R 7 are alkyl groups containing from 6 to 22 carbon atoms, preferably from 6 to 12 carbon atoms.
- alkali metal and alkaline earth metal salts are preferably alkali metal and alkaline earth metal salts, preferentially sodium salts.
- compositions (d) are alcohols such as methanol or isopropanol, glycols, for example glycerol, or glycol ethers, denoting ethers of ethylene glycol or propylene glycol.
- glycol ethers of the composition (d) have the formula: RO- (CH 2 -CH (X)) n 3 -O-R ', with X being either a hydrogen atom or a CH 2 , R group, R 'being carbon chains comprising between 1 and 5 carbon atoms, and n 3 is an integer between 1 and 10, preferably 1 and 5, preferably 1.
- glycol ethers mono ethylene glycol or mono propylene glycol ethers will be preferred.
- the compounds (d) represent from 1 to 15%, preferentially from 2 to 12%, even more preferably from 3 to 5% by weight.
- dialkyl sulfosuccinate and antifreeze may vary in the antioxidant compositions (d).
- mass percentages of these compounds in the additive compositions according to the invention are identical.
- Active substance and solution or aqueous emulsion Active substance and solution or aqueous emulsion:
- compositions according to the invention contain, as active ingredient, compounds (a), (b), (c) and / or (d). They may also contain as additives any compounds other than water, suitable for their use, for example anti foam.
- compositions are intended to be applied in the form of an aqueous solution or an aqueous emulsion. It will be preferred to formulate the compositions according to the invention with compounds which are soluble in water.
- compositions according to the invention are concentrates of active material slightly diluted in water. They can thus contain less than 75% by weight of water, preferably 10 to 70%, or 50 to 60% of water, or 55 to 60% by weight of water.
- Textile auxiliaries preferably 10 to 70%, or 50 to 60% of water, or 55 to 60% by weight of water.
- the textile auxiliaries according to the invention are prepared by dilution in water of the concentrated active material compositions described above.
- the said compositions can be diluted so that the total amount of water represents more than 75% by weight of the textile auxiliary, preferably from 95 to 99% by weight.
- the textile auxiliaries according to the invention comprise a total amount by weight of active material represented by the compounds (a), (b), (c) and / or (d) which ranges from 0.2% to 25% preferably from 1% to 5%.
- the textile auxiliaries described above are used as a dye unison agent, or to preserve the mechanical properties and the dye affinity of textile fibers, yarns, fabrics or knits made of said fibers. Use as a dye unison agent:
- Unison agents are a class of textile auxiliaries well known to those skilled in the art whose function is to ensure even distribution of the colorant within the fiber. A lack of unison is reflected for example by the presence, on the same piece of fabric or tinted knit, different coloring areas of intensity, stains, streaks, uneven coarse dye is of no commercial value and difficult to correct.
- the mechanical properties in question here are the toughness and the elongation at break, described in detail in the examples below and which has been observed that the deterioration, during heat treatments, causes dyeing defects. They are measured on wires according to the UNI EN ISO 2026 standard.
- the mechanical properties of the textile yarns previously treated with the textile auxiliaries according to the invention are not affected by the heat treatments, in particular carried out at temperatures of the order of 170 to 210 ° C., preferably of the order of 180 to 200 ° C. 0 C. Use to preserve the dye affinity upon heat treatment:
- a low dye affinity of textile fibers for dye results in yarns, fabrics or knits of a lighter shade than desired.
- the dye affinity of textile fibers, yarns, fabrics, knits made of textile fibers previously treated with the textile auxiliaries according to the invention is not affected by the heat treatments, in particular carried out at temperatures of the order of 170 to 210 ° C, preferably of the order of 180 to 200 ° C.
- the textile fibers can be of natural plant origin, for example linen, cotton, jute, hemp, or of animal origin, Alpaca, Angora, cashmere, wool, silk, ...
- a synthetic textile fiber is a crystalline polymer obtained after passing through a die. It is obtained by extrusion of polymer granules obtained from hydrocarbons or starch.
- fibers can be obtained from polylactic acid polymer, acrylic polymers, polyamide fibers, aramid fibers (aromatic polyamide) chlorofibres obtained from PVC, polyurethane fibers, elastane fiber (lycra) obtained from polyurethane, polyester fiber, polyethylene, polyphenolic, ...
- textile auxiliaries according to the invention relates to textile fibers and continuous yarns, more particularly synthetic textile fibers, in particular those having problems of degradation of their mechanical properties and of their dye affinity to heat.
- a particularly preferred use relates to textile fibers and continuous filaments of polyamides, or of polyamide derivatives, for example aramidic derivatives.
- the aliphatic polyamides are generally designated by numbers relating to the number of carbon atoms contained in the repeating unit of the polymer.
- PA 6, PA 11, PA 12 denote polyamides obtained by polymerization of an amino acid or a lactam with 6, 11 or 12 atoms, respectively. carbon in the pattern, or PA 6.6, PA 4.6, PA 6.10, PA 6.12, the polyamides obtained by polycondensation of a diacid and a diamine.
- the first number corresponds to the number of carbon atoms of the diamine while the second corresponds to the number of carbon atoms of the diacid.
- the aromatic polyamides do not use a precise designation rule.
- PAA polyarylamide
- PPA polyphthalamide
- polyamide textile fibers there is mainly nylon, or polyhexamethylene adipamide or PA 6/6 fiber.
- Kevlar refers to a category of synthetic fibers from aromatic polyamides. The best known is obtained from poly para phenylenediamine, which can be found for example under the trade name Kevlar and Twaron. Other aramidic textile fibers, for example poly meta phenylene diamine, can also be found. Son
- Natural fibers which have lengths of the order of 40 to 80 mm, are transformed into yarn in spinning mills.
- the polymers are directly extruded as yarns into the dies.
- textile auxiliaries according to the invention are particularly suitable for such textiles obtained from such son containing elastane, and which require a heat treatment of dimensional fixation.
- the uses according to the invention are suitable for textiles containing up to 40% by weight of elastane, preferably up to 25%.
- Textiles broadly refer to materials obtained from textile yarns: fabrics, knits, nonwovens.
- Knitwear Knit is an extensible fabric with intertwined loops which can also be described as mesh II and is different from other textiles usually made of a weaving of warp threads and weft threads as it consists of a single thread wrapped around itself often with a knitting needle. All textile fibers can be knitted. The production of knit is also referred to as hosiery.
- textile auxiliaries according to the invention are particularly suitable for knits which, because of their extensible nature, require dimensional fixing heat treatments, more particularly to knits containing fasthanene.
- textile auxiliaries according to the invention will be preferred for knits combining polyamide and elastane, in particular those containing from 0.1 to 25% of elastane.
- An object of the present invention also relates to methods of treatment, more precisely pretreatment of yarns, fabrics or knits using the textile auxiliaries according to the invention described above.
- the methods according to the invention are intended to improve the unison of dyeing knits or fabrics consisting of textile fibers, or to preserve their mechanical property or dye affinity during heat treatments.
- An expressing step so as to deposit on the surface of the son, fabrics or knits the amount of active ingredient (a) + (b) + (c) and / or (d) required.
- this amount of active material is between 0.1 and 5% by weight, preferably between 1 and 4%, more preferably between 2 and 4% by weight of active ingredient (a) + (b) + (c) and / or (d) based on the weight of yarn, fabric or dry knit.
- the squeezing rate which designates the mass percentage of textile auxiliary evacuated with respect to the weight of yarn or dry fabric, or its complement, the rate of weight, which represents the weight percentage of textile aid retained in relation to the weight of yarn or dry fabric.
- the yarns, fabrics or knits When the process is continuous, the yarns, fabrics or knits typically scroll in the pad of padding at speeds of the order of 1 to 20 meters per minute, in tanks or during a residence time of the order of a few seconds a few tens of seconds, typically less than 1 minute.
- the wringing operation is carried out by squeeze rolls whose spacing is adjusted so as to deposit the desired amount of active material on the yarns, fabrics and knits.
- the fibers, fabrics or knits thus pretreated are then subjected to a heat treatment, possibly followed by dyeing.
- the pretreatment method according to the invention does not interfere with conventional treatment processes and does not require any specific modification. Examples
- Exent 1 Degradation of the mechanical properties of polyamide yarns after dimensional stabilization heat treatment, correlation with loss of dye affinity.
- Each batch was heat-treated for dimensional stabilization at 185 ° C, and then dyed with the same metalliferous dye.
- Toughness and elongation at break are measured according to UNI EN ISO 2026, with a Hounsfield H5KS dynamometer.
- the decitex value of the yarn is obviously not affected by the heat treatment, the minimal variations correspond to the repeatability of the method and to the fluctuations of the production process. On the other hand, it is found that the tenacity of the yarn and the elongation is systematically lower, within the same batch, for the yarn parts which gave, under the same dyeing conditions, a "lighter" coloring. .
- the tenacity of the "regular" yarns are 4%, 13%, 15%, 15.5%, 19% higher than those of the "lighter" yarns for the respective batches 1, 2, 3, 4 and 5.
- the elongations of the "regular" yarns are 11%, 10.5%, 14.5%, 26% and 33% respectively higher than those of the "lighter" yarns for the batches 1, 2, 3, 4 and 5.
- Example 2 Influence of the pretreatment according to the invention on the mechanical properties and the dye affinity. No pretreatment:
- a batch of polyamide yarn PA6-6, 44 decitex, consisting of 48 filaments is considered. This yarn was knitted with 3-filament spandex yarn to make a knit fabric containing 20% elastane (batch 6).
- This batch was the subject of a customer feedback following dyeing defects found with an acid dye of dark purple color with which it is particularly problematic to obtain a sustained and uniform dyeing on polyamide knits subjected to heat treatment.
- the customer return concerns part of lot 6 having undergone the following operations:
- the knit is passed through a padding bath containing only water and is then spun between two squeeze rolls.
- the knit is then dyed with the dye on a JET device.
- the spacing of the squeezing rollers at the outlet of the padding tank has been adjusted so that the load-bearing rate of the knitting material is of the order of 60%, which represents a deposition of active material (excluding water) of the 3.5 g / 100 g of dry knit.
- the sample thus treated is of industrial size. It represents approximately 500 kg of treated thread. The entire sample showed a uniform appearance and a color with the required intensity after dyeing (regular).
- compositions according to the invention make it possible to preserve the dye affinity of the fibers and to improve the unison of dyeing.
- Downstream treatment with a composition according to the invention :
- This last knit (lot 7) is made with a polyamide yarn from the same reel as that of lot 6, but it has, contrary to that of lot 6, previously undergone a heat treatment at the time of shaping ( texturing).
- the result after dyeing is a knit of a shade much too light, despite the treatment with the composition according to the invention, applied before the dimensional stabilization heat treatment but after heating during texturing.
- compositions according to the invention therefore do not make it possible to restore the mechanical properties and the dye affinity of polyamide fibers already heat-treated.
- a treatment with these compositions must be applied in the form of pretreatment upstream of the heat treatment.
- Example 2 The pretreatment of Example 2 was reproduced with a composition C2 according to the invention containing:
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
Claims
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL09746146T PL2297394T3 (pl) | 2008-05-13 | 2009-05-12 | Kompozycja z dodatkami do środków pomocniczych dla tekstyliów |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0802572A FR2931172B1 (fr) | 2008-05-13 | 2008-05-13 | Composition additive pour auxiliaires textiles |
| PCT/IB2009/005570 WO2009138851A1 (fr) | 2008-05-13 | 2009-05-12 | Composition additive pour auxiliaires textiles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP2297394A1 true EP2297394A1 (fr) | 2011-03-23 |
| EP2297394B1 EP2297394B1 (fr) | 2012-09-26 |
Family
ID=40193776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP09746146A Not-in-force EP2297394B1 (fr) | 2008-05-13 | 2009-05-12 | Composition additive pour auxiliaires textiles |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8475539B2 (fr) |
| EP (1) | EP2297394B1 (fr) |
| JP (1) | JP2011521115A (fr) |
| KR (1) | KR20110016437A (fr) |
| CN (1) | CN102089471B (fr) |
| BR (1) | BRPI0913273A2 (fr) |
| ES (1) | ES2393690T3 (fr) |
| FR (1) | FR2931172B1 (fr) |
| HR (1) | HRP20120853T1 (fr) |
| MA (1) | MA32293B1 (fr) |
| PL (1) | PL2297394T3 (fr) |
| WO (1) | WO2009138851A1 (fr) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102383319B (zh) * | 2011-06-16 | 2013-04-17 | 北京泛博化学股份有限公司 | 一种增深剂及其制备方法 |
| FR3054458B1 (fr) * | 2016-08-01 | 2021-12-03 | Altimat | Utilisation d’une eau faiblement mineralisee comme nettoyant |
| CN106351010A (zh) * | 2016-08-31 | 2017-01-25 | 常熟市新宇服饰制品有限公司 | 亚麻织物纱线的浆纱工艺 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3794605A (en) * | 1971-07-19 | 1974-02-26 | Procter & Gamble | Built detergent composition containing whiteness maintenance additive |
| US3907746A (en) * | 1972-02-23 | 1975-09-23 | Ici Inc | Stabilized polyamides |
| US3841831A (en) * | 1972-11-29 | 1974-10-15 | Cpc International Inc | Process for dyeing polyester fiber |
| US4174305A (en) * | 1975-04-02 | 1979-11-13 | The Procter & Gamble Company | Alkyl benzene sulfonate detergent compositions containing cellulose ether soil release agents |
| US5480632A (en) * | 1987-09-16 | 1996-01-02 | Maybelline, Inc. | Non-aqueous cosmetic compositions with high solids content |
| FI931359A7 (fi) * | 1990-09-28 | 1993-03-26 | Procter & Gamble | Polyhydroksirasvahappoamidi- ja alkyyliesterisulfonaattitensidiä sisäl tävät pesuainekoostumukset |
| US5460632A (en) * | 1994-12-29 | 1995-10-24 | Olin Corporation | Low-foaming, enhanced wetting dye-leveling agent |
| BR9914714A (pt) * | 1998-10-20 | 2001-08-07 | Procter & Gamble | Detergentes de lavanderia compreendendo alquilbenzeno sulfonatos modificados |
| US6258928B1 (en) * | 2000-04-06 | 2001-07-10 | E. I. Du Pont De Nemours And Company | Process for improving characteristics of a polyamide |
| JP2003293272A (ja) * | 2002-04-01 | 2003-10-15 | Canon Inc | インクジェット捺染方法 |
| JP3976132B2 (ja) * | 2002-06-21 | 2007-09-12 | 富士フイルム株式会社 | インクジェット記録方法 |
| JP4639041B2 (ja) * | 2002-09-17 | 2011-02-23 | セーレン株式会社 | ポリアミド系繊維構造物の染色加工方法 |
| WO2004074419A2 (fr) * | 2003-02-18 | 2004-09-02 | Novozymes A/S | Compositions detergentes |
| US7141104B2 (en) * | 2003-06-05 | 2006-11-28 | Agfa-Gevaert | UV-absorbing ink composition for ink-jet printing |
| US20050197419A1 (en) * | 2004-03-03 | 2005-09-08 | Graziano Louis C. | Radiation curable aqueous binders for ink jet inks |
| DE102004042738A1 (de) * | 2004-09-03 | 2006-03-23 | Cht R. Beitlich Gmbh | Schaum- und geruchsarme Textilhilfsmittel |
| BRPI0707889B1 (pt) * | 2006-02-24 | 2019-07-09 | Unilever N.V. | Formulação aquosa de detergente líquido para lavagem de roupas |
-
2008
- 2008-05-13 FR FR0802572A patent/FR2931172B1/fr not_active Expired - Fee Related
-
2009
- 2009-05-12 JP JP2011509029A patent/JP2011521115A/ja not_active Ceased
- 2009-05-12 KR KR1020107025528A patent/KR20110016437A/ko not_active Ceased
- 2009-05-12 PL PL09746146T patent/PL2297394T3/pl unknown
- 2009-05-12 US US12/992,214 patent/US8475539B2/en not_active Expired - Fee Related
- 2009-05-12 ES ES09746146T patent/ES2393690T3/es active Active
- 2009-05-12 WO PCT/IB2009/005570 patent/WO2009138851A1/fr not_active Ceased
- 2009-05-12 CN CN200980127262.1A patent/CN102089471B/zh not_active Expired - Fee Related
- 2009-05-12 BR BRPI0913273A patent/BRPI0913273A2/pt not_active IP Right Cessation
- 2009-05-12 EP EP09746146A patent/EP2297394B1/fr not_active Not-in-force
- 2009-05-12 HR HRP20120853AT patent/HRP20120853T1/hr unknown
-
2010
- 2010-11-11 MA MA33332A patent/MA32293B1/fr unknown
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2009138851A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| MA32293B1 (fr) | 2011-05-02 |
| WO2009138851A1 (fr) | 2009-11-19 |
| CN102089471B (zh) | 2014-07-30 |
| CN102089471A (zh) | 2011-06-08 |
| HRP20120853T1 (hr) | 2012-11-30 |
| KR20110016437A (ko) | 2011-02-17 |
| US20110061181A1 (en) | 2011-03-17 |
| JP2011521115A (ja) | 2011-07-21 |
| EP2297394B1 (fr) | 2012-09-26 |
| PL2297394T3 (pl) | 2013-01-31 |
| FR2931172B1 (fr) | 2010-07-30 |
| BRPI0913273A2 (pt) | 2016-07-26 |
| US8475539B2 (en) | 2013-07-02 |
| FR2931172A1 (fr) | 2009-11-20 |
| ES2393690T3 (es) | 2012-12-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2297394B1 (fr) | Composition additive pour auxiliaires textiles | |
| WO2022159858A1 (fr) | Coton activé lavable | |
| US10655273B2 (en) | Dyed fibers and methods of dyeing using N,N′-diacetyl indigo | |
| EP2160489A2 (fr) | Procédé d'inhibition du jaunissement | |
| CN107747209A (zh) | 纺织材料清洗液及其应用和纺织产品 | |
| WO2018086124A1 (fr) | Procédé de fabrication de tissu de vêtement, système et produit associés | |
| JP2020180391A (ja) | 撥水性布帛、及びその製造方法 | |
| DE60201572T2 (de) | Entfettungsmittel für textilfaser, verfahren zu deren herstellung sowie deren verwendung | |
| TW202313703A (zh) | 用於製造再生纖維素纖維之冷鹼法的改良 | |
| JP7434675B2 (ja) | カチオン染料可染性再生セルロース繊維、その製造方法及び繊維構造物 | |
| US2102789A (en) | Manufacture of textile yarns and fabrics | |
| EP1021608B1 (fr) | Appret pour tissu de jeans | |
| CN118234905A (zh) | 聚酯纤维/天然纤维混纺织物的一步染色方法 | |
| WO2024044164A1 (fr) | Vêtement en coton activé blanchissable | |
| CN121127644A (zh) | 聚电解质在纺织品处理和丝光处理和/或染色操作阶段中的用途 | |
| WO2024044158A1 (fr) | Coton activé lavable | |
| BE635408A (fr) | ||
| FR2497245A1 (fr) | Procede de teinture sur fibres cellulosiques et/ou synthetiques | |
| KR20110126211A (ko) | 폴리아미드 섬유와 폴리우레탄 섬유의 혼용직물의 정련방법 | |
| Lacasse et al. | Pretreatment | |
| KR20020059671A (ko) | 폴리아미드 섬유와 폴리우레탄 섬유의 혼용직물의정련방법 및 혼용염색직물의 제조방법, 그리고 혼용염색직물 | |
| DE9421551U1 (de) | Naßgleitmittel für die Erhöhung der Naßgleitfähigkeit von Textilmaterial | |
| HK1255038B (zh) | 服装布料制造工艺、系统及其产品 | |
| JPH04174757A (ja) | 繊維製品の精練方法 | |
| JPS5824557B2 (ja) | 捲縮加工用未延伸糸の処理方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| 17P | Request for examination filed |
Effective date: 20101213 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK TR |
|
| AX | Request for extension of the european patent |
Extension state: AL BA RS |
|
| DAX | Request for extension of the european patent (deleted) | ||
| 17Q | First examination report despatched |
Effective date: 20120117 |
|
| GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
| GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
| GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
| AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK TR |
|
| REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D Free format text: NOT ENGLISH |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
| REG | Reference to a national code |
Ref country code: AT Ref legal event code: REF Ref document number: 577134 Country of ref document: AT Kind code of ref document: T Effective date: 20121015 |
|
| REG | Reference to a national code |
Ref country code: HR Ref legal event code: TUEP Ref document number: P20120853 Country of ref document: HR |
|
| REG | Reference to a national code |
Ref country code: IE Ref legal event code: FG4D Free format text: LANGUAGE OF EP DOCUMENT: FRENCH |
|
| REG | Reference to a national code |
Ref country code: RO Ref legal event code: EPE |
|
| REG | Reference to a national code |
Ref country code: DE Ref legal event code: R096 Ref document number: 602009010038 Country of ref document: DE Effective date: 20121122 |
|
| REG | Reference to a national code |
Ref country code: HR Ref legal event code: T1PR Ref document number: P20120853 Country of ref document: HR |
|
| REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2393690 Country of ref document: ES Kind code of ref document: T3 Effective date: 20121227 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121226 Ref country code: LT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 Ref country code: FI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 |
|
| REG | Reference to a national code |
Ref country code: PL Ref legal event code: T3 |
|
| REG | Reference to a national code |
Ref country code: LT Ref legal event code: MG4D Effective date: 20120926 |
|
| REG | Reference to a national code |
Ref country code: NL Ref legal event code: VDEP Effective date: 20120926 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LV Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 Ref country code: SE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 Ref country code: SI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 Ref country code: GR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121227 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20130126 Ref country code: EE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 Ref country code: NL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 Ref country code: CZ Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 Ref country code: PT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20130128 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BG Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20121226 Ref country code: DK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 |
|
| PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
| 26N | No opposition filed |
Effective date: 20130627 |
|
| REG | Reference to a national code |
Ref country code: DE Ref legal event code: R097 Ref document number: 602009010038 Country of ref document: DE Effective date: 20130627 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CY Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 |
|
| BERE | Be: lapsed |
Owner name: TOTAL RAFFINAGE MARKETING Effective date: 20130531 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MC Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
| GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20130512 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130531 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130531 |
|
| REG | Reference to a national code |
Ref country code: IE Ref legal event code: MM4A |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130531 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130512 Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130512 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130512 Ref country code: MK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20120926 Ref country code: HU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO Effective date: 20090512 |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 8 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20160421 Year of fee payment: 8 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: RO Payment date: 20160511 Year of fee payment: 8 |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 9 |
|
| REG | Reference to a national code |
Ref country code: DE Ref legal event code: R119 Ref document number: 602009010038 Country of ref document: DE |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: RO Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20170512 |
|
| REG | Reference to a national code |
Ref country code: HR Ref legal event code: ODRP Ref document number: P20120853 Country of ref document: HR Payment date: 20180419 Year of fee payment: 10 |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 10 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20171201 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: HR Payment date: 20180419 Year of fee payment: 10 Ref country code: ES Payment date: 20180601 Year of fee payment: 10 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: TR Payment date: 20180502 Year of fee payment: 10 Ref country code: AT Payment date: 20180424 Year of fee payment: 10 Ref country code: IT Payment date: 20180420 Year of fee payment: 10 Ref country code: FR Payment date: 20180423 Year of fee payment: 10 Ref country code: PL Payment date: 20180423 Year of fee payment: 10 |
|
| REG | Reference to a national code |
Ref country code: HR Ref legal event code: PBON Ref document number: P20120853 Country of ref document: HR Effective date: 20190512 |
|
| REG | Reference to a national code |
Ref country code: AT Ref legal event code: MM01 Ref document number: 577134 Country of ref document: AT Kind code of ref document: T Effective date: 20190512 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20190512 Ref country code: HR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20190512 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20190512 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20190531 |
|
| REG | Reference to a national code |
Ref country code: ES Ref legal event code: FD2A Effective date: 20200930 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: ES Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20190513 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: PL Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20190512 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: TR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20190512 |