CA2137375C - High speed spun filament yarns based on polycaprolactam and production thereof - Google Patents
High speed spun filament yarns based on polycaprolactam and production thereofInfo
- Publication number
- CA2137375C CA2137375C CA002137375A CA2137375A CA2137375C CA 2137375 C CA2137375 C CA 2137375C CA 002137375 A CA002137375 A CA 002137375A CA 2137375 A CA2137375 A CA 2137375A CA 2137375 C CA2137375 C CA 2137375C
- Authority
- CA
- Canada
- Prior art keywords
- polycaprolactam
- filaments
- acid
- yarns
- weight
- 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.)
- Expired - Fee Related
Links
- 229920002292 Nylon 6 Polymers 0.000 title claims abstract description 62
- 238000004519 manufacturing process Methods 0.000 title abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 23
- 239000000155 melt Substances 0.000 claims abstract description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 13
- 239000000835 fiber Substances 0.000 claims abstract description 12
- 150000007513 acids Chemical class 0.000 claims abstract description 11
- 150000001412 amines Chemical class 0.000 claims abstract description 8
- 125000002843 carboxylic acid group Chemical group 0.000 claims abstract description 5
- 238000001816 cooling Methods 0.000 claims abstract description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 13
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 abstract description 28
- 238000009987 spinning Methods 0.000 abstract description 25
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 29
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 28
- 239000000047 product Substances 0.000 description 17
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000004408 titanium dioxide Substances 0.000 description 14
- 238000006116 polymerization reaction Methods 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 10
- -1 alkali metal salts Chemical class 0.000 description 9
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- 229940095574 propionic acid Drugs 0.000 description 8
- 235000019260 propionic acid Nutrition 0.000 description 8
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 6
- 239000000975 dye Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 229940032330 sulfuric acid Drugs 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- 235000011037 adipic acid Nutrition 0.000 description 4
- 125000001142 dicarboxylic acid group Chemical group 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000000670 limiting effect Effects 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 238000010791 quenching Methods 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- 238000004513 sizing Methods 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 2
- WCJNJOOLQWJKLU-UHFFFAOYSA-N 3-[4-(2-carboxyethyl)piperazin-1-yl]propanoic acid Chemical compound OC(=O)CCN1CCN(CCC(O)=O)CC1 WCJNJOOLQWJKLU-UHFFFAOYSA-N 0.000 description 2
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical group CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 2
- 229920002302 Nylon 6,6 Polymers 0.000 description 2
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical group NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000003570 air Substances 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- QOHMWDJIBGVPIF-UHFFFAOYSA-N n',n'-diethylpropane-1,3-diamine Chemical compound CCN(CC)CCCN QOHMWDJIBGVPIF-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 239000003017 thermal stabilizer Substances 0.000 description 2
- LWBHHRRTOZQPDM-UHFFFAOYSA-N undecanedioic acid Chemical compound OC(=O)CCCCCCCCCC(O)=O LWBHHRRTOZQPDM-UHFFFAOYSA-N 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 238000004804 winding Methods 0.000 description 2
- 150000005207 1,3-dihydroxybenzenes Chemical class 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- OMCRQLOCFODCRG-UHFFFAOYSA-N 1-n',1-n'-diethylethane-1,1-diamine Chemical compound CCN(CC)C(C)N OMCRQLOCFODCRG-UHFFFAOYSA-N 0.000 description 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- JERMFLFKXHHROS-UHFFFAOYSA-N 2-[4-(carboxymethyl)piperazin-1-yl]acetic acid Chemical compound OC(=O)CN1CCN(CC(O)=O)CC1 JERMFLFKXHHROS-UHFFFAOYSA-N 0.000 description 1
- WUPHOULIZUERAE-UHFFFAOYSA-N 3-(oxolan-2-yl)propanoic acid Chemical compound OC(=O)CCC1CCCO1 WUPHOULIZUERAE-UHFFFAOYSA-N 0.000 description 1
- LYUQWQRTDLVQGA-UHFFFAOYSA-N 3-phenylpropylamine Chemical group NCCCC1=CC=CC=C1 LYUQWQRTDLVQGA-UHFFFAOYSA-N 0.000 description 1
- UMGVFXHQGJFXJW-UHFFFAOYSA-N 4-[4-(3-carboxypropyl)piperazin-1-yl]butanoic acid Chemical compound OC(=O)CCCN1CCN(CCCC(O)=O)CC1 UMGVFXHQGJFXJW-UHFFFAOYSA-N 0.000 description 1
- AGNFWIZBEATIAK-UHFFFAOYSA-N 4-phenylbutylamine Chemical compound NCCCCC1=CC=CC=C1 AGNFWIZBEATIAK-UHFFFAOYSA-N 0.000 description 1
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 description 1
- KUBJBOCLQWXXOR-UHFFFAOYSA-N 5-[4-(4-carboxybutyl)piperazin-1-yl]pentanoic acid Chemical compound OC(=O)CCCCN1CCN(CCCCC(O)=O)CC1 KUBJBOCLQWXXOR-UHFFFAOYSA-N 0.000 description 1
- JTEJPPKMYBDEMY-UHFFFAOYSA-N 5-methoxytryptamine Chemical compound COC1=CC=C2NC=C(CCN)C2=C1 JTEJPPKMYBDEMY-UHFFFAOYSA-N 0.000 description 1
- WJCIRJAKJGZIPL-UHFFFAOYSA-N 6-[4-(5-carboxypentyl)piperazin-1-yl]hexanoic acid Chemical compound OC(=O)CCCCCN1CCN(CCCCCC(O)=O)CC1 WJCIRJAKJGZIPL-UHFFFAOYSA-N 0.000 description 1
- 101100201948 Arabidopsis thaliana RUS2 gene Proteins 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- 229910021595 Copper(I) iodide Inorganic materials 0.000 description 1
- ZMJBYMUCKBYSCP-UHFFFAOYSA-N Hydroxycitric acid Chemical compound OC(=O)C(O)C(O)(C(O)=O)CC(O)=O ZMJBYMUCKBYSCP-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 244000105017 Vicia sativa Species 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 239000012080 ambient air Substances 0.000 description 1
- FFHRTSKTHPDADK-UHFFFAOYSA-N benzene naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC=C1.C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 FFHRTSKTHPDADK-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Chemical class 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000005056 compaction Methods 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 125000004427 diamine group Chemical group 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000013529 heat transfer fluid Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 201000006747 infectious mononucleosis Diseases 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013980 iron oxide Nutrition 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- ZUXUNWLVIWKEHB-UHFFFAOYSA-N n',n'-dimethylhexane-1,6-diamine Chemical compound CN(C)CCCCCCN ZUXUNWLVIWKEHB-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000003534 oscillatory effect Effects 0.000 description 1
- DDBREPKUVSBGFI-UHFFFAOYSA-N phenobarbital Chemical compound C=1C=CC=CC=1C1(CC)C(=O)NC(=O)NC1=O DDBREPKUVSBGFI-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000002311 subsequent effect Effects 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- QFKMMXYLAPZKIB-UHFFFAOYSA-N undecan-1-amine Chemical group CCCCCCCCCCCN QFKMMXYLAPZKIB-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Artificial Filaments (AREA)
- Polyamides (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Spinning Methods And Devices For Manufacturing Artificial Fibers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4218719.2 | 1992-06-06 | ||
| DE4218719A DE4218719A1 (de) | 1992-06-06 | 1992-06-06 | Schnellgesponnene Fäden auf der Basis von Polycaprolactam und Verfahren zu ihrer Herstellung |
| PCT/EP1993/001304 WO1993025736A1 (de) | 1992-06-06 | 1993-05-25 | Schnellgesponnene fäden auf der basis von polycaprolactam und verfahren zu ihrer herstellung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2137375A1 CA2137375A1 (en) | 1993-12-23 |
| CA2137375C true CA2137375C (en) | 1999-09-21 |
Family
ID=6460537
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002137375A Expired - Fee Related CA2137375C (en) | 1992-06-06 | 1993-05-25 | High speed spun filament yarns based on polycaprolactam and production thereof |
Country Status (16)
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8915736D0 (en) * | 1989-07-10 | 1989-08-31 | Du Pont | Improvements to multifilament apparel yarns of nylon |
| DE19537614C3 (de) * | 1995-10-09 | 2003-10-02 | Inventa Ag | Polycaprolactam mit neuartiger Kettenregelung |
| BE1010331A3 (nl) * | 1996-06-06 | 1998-06-02 | Dsm Nv | Zuur aanverfbare vezel. |
| DE19631421C2 (de) * | 1996-08-06 | 2002-07-18 | Beiersdorf Ag | Antimikrobielle Wundauflagen |
| DE19858365A1 (de) * | 1998-12-17 | 2000-06-21 | Inventa Ag | Verfahren zur Herstellung von Polyamid-6 für Spinnzwecke |
| KR100364894B1 (ko) * | 2000-08-07 | 2002-12-16 | 주식회사 효성 | 염색성과 방사성이 우수한 개질 폴리아미드6 섬유의제조방법 |
| KR20040033962A (ko) * | 2002-10-16 | 2004-04-28 | 주식회사 효성 | 높은 아민 말단 함량을 갖는 개질 폴리아미드6의 제조방법 |
| FR2857984B1 (fr) * | 2003-07-25 | 2008-02-08 | Rhodia Performance Fibres | Fils, fibres, filaments resistants a l'abrasion |
| FR2864094B1 (fr) | 2003-12-19 | 2006-02-10 | Rhodia Industrial Yarns Ag | Materiaux composites comprenant un materiau de renfort et une matrice thermoplastique, article compose precurseur de ces materiaux et produits obtenus a partir de ces materiaux |
| RU2270280C1 (ru) * | 2004-07-26 | 2006-02-20 | Волгоградский государственный технический университет (ВолгГТУ) | Композиция для изготовления поликапроамидной нити |
| KR20110054035A (ko) * | 2008-09-03 | 2011-05-24 | 가부시키가이샤 엔비씨 메슈테크 | 항바이러스제 |
| CN102675628A (zh) * | 2012-04-25 | 2012-09-19 | 广东新会美达锦纶股份有限公司 | 一种高速纺丝的有光尼龙6切片及其制造方法 |
| MY183674A (en) * | 2015-12-23 | 2021-03-08 | Advansix Resins & Chemicals Llc | Dual-terminated polyamide for high speed spinning application |
| CN108754663B (zh) * | 2018-06-06 | 2020-12-29 | 温州大学 | 一种高速纺丝的尼龙6切片及其制备方法 |
| EP4263687A1 (de) | 2020-12-17 | 2023-10-25 | Basf Se | Selektive depolymerisation von polyamid 6 zu caprolactam aus gemischen von caprolactamhaltigen polymeren und polyurethanhaltigen polymeren, insbesondere polyurethanblockcopolymeren |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3386976A (en) | 1964-09-17 | 1968-06-04 | Gen Aniline & Film Corp | Alkylation of polyacrylate esters |
| US3386967A (en) * | 1965-01-19 | 1968-06-04 | Allied Chem | Polycaproamide having excess number of carboxyl end groups over amino end groups |
| ATE67799T1 (de) | 1985-04-22 | 1991-10-15 | Basf Corp | Verfahren zum schnellspinnen von polyamidfasern. |
| DE4019780A1 (de) | 1990-06-21 | 1992-01-02 | Basf Ag | Verfahren zur kontinuierlichen herstellung von polycaprolactam mit geregeltem aminoendgruppengehalt |
-
1992
- 1992-06-06 DE DE4218719A patent/DE4218719A1/de not_active Withdrawn
-
1993
- 1993-05-25 ES ES93912778T patent/ES2081217T3/es not_active Expired - Lifetime
- 1993-05-25 EP EP93912778A patent/EP0644959B1/de not_active Expired - Lifetime
- 1993-05-25 AU AU43170/93A patent/AU4317093A/en not_active Abandoned
- 1993-05-25 RU RU95105019A patent/RU2114939C1/ru not_active IP Right Cessation
- 1993-05-25 CA CA002137375A patent/CA2137375C/en not_active Expired - Fee Related
- 1993-05-25 WO PCT/EP1993/001304 patent/WO1993025736A1/de active IP Right Grant
- 1993-05-25 JP JP50105894A patent/JP3179105B2/ja not_active Ceased
- 1993-05-25 KR KR1019940704487A patent/KR100264615B1/ko not_active Expired - Fee Related
- 1993-05-25 SK SK1509-94A patent/SK283532B6/sk unknown
- 1993-05-25 DE DE59301269T patent/DE59301269D1/de not_active Ceased
- 1993-05-25 BR BR9306503A patent/BR9306503A/pt not_active IP Right Cessation
- 1993-06-04 LV LVP-93-477A patent/LV10794B/lv unknown
- 1993-06-04 LT LTIP621A patent/LT3089B/lt not_active IP Right Cessation
- 1993-06-05 CN CN93108287A patent/CN1046322C/zh not_active Expired - Fee Related
- 1993-06-05 TW TW082104500A patent/TW229237B/zh active
-
1994
- 1994-11-23 EE EE9400245A patent/EE03196B1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPH07506639A (ja) | 1995-07-20 |
| DE4218719A1 (de) | 1993-12-09 |
| AU4317093A (en) | 1994-01-04 |
| RU95105019A (ru) | 1996-12-27 |
| EP0644959B1 (de) | 1995-12-27 |
| LT3089B (en) | 1994-11-25 |
| ES2081217T3 (es) | 1996-02-16 |
| LTIP621A (lt) | 1994-04-25 |
| RU2114939C1 (ru) | 1998-07-10 |
| WO1993025736A1 (de) | 1993-12-23 |
| EP0644959A1 (de) | 1995-03-29 |
| CN1046322C (zh) | 1999-11-10 |
| JP3179105B2 (ja) | 2001-06-25 |
| CA2137375A1 (en) | 1993-12-23 |
| DE59301269D1 (de) | 1996-02-08 |
| CN1089670A (zh) | 1994-07-20 |
| EE03196B1 (et) | 1999-06-15 |
| SK150994A3 (en) | 1995-05-10 |
| LV10794A (lv) | 1995-08-20 |
| BR9306503A (pt) | 1998-09-15 |
| LV10794B (en) | 1995-12-20 |
| TW229237B (enrdf_load_stackoverflow) | 1994-09-01 |
| SK283532B6 (sk) | 2003-09-11 |
| KR100264615B1 (ko) | 2000-09-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |