DE1044756B - Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hoch-polymeren Polymethylenterephthalaten - Google Patents
Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hoch-polymeren PolymethylenterephthalatenInfo
- Publication number
- DE1044756B DE1044756B DEF15668A DEF0015668A DE1044756B DE 1044756 B DE1044756 B DE 1044756B DE F15668 A DEF15668 A DE F15668A DE F0015668 A DEF0015668 A DE F0015668A DE 1044756 B DE1044756 B DE 1044756B
- Authority
- DE
- Germany
- Prior art keywords
- treated
- parts
- minutes
- polymer
- dyes
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 34
- -1 polymethylene terephthalates Polymers 0.000 title claims description 29
- 230000008569 process Effects 0.000 title claims description 23
- 229920000642 polymer Polymers 0.000 title claims description 15
- 239000000243 solution Substances 0.000 claims description 20
- 230000008961 swelling Effects 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 6
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 claims description 3
- 239000012298 atmosphere Substances 0.000 claims description 3
- MFJDFPRQTMQVHI-UHFFFAOYSA-N 3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical class O=C1OCOC(=O)C2=CC=C1C=C2 MFJDFPRQTMQVHI-UHFFFAOYSA-N 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 description 33
- 239000000835 fiber Substances 0.000 description 24
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 12
- 230000002378 acidificating effect Effects 0.000 description 12
- 239000000463 material Substances 0.000 description 10
- 229920000139 polyethylene terephthalate Polymers 0.000 description 10
- 239000005020 polyethylene terephthalate Substances 0.000 description 10
- 239000000969 carrier Substances 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 8
- 239000000986 disperse dye Substances 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
- 238000004043 dyeing Methods 0.000 description 7
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 230000006872 improvement Effects 0.000 description 6
- 239000005711 Benzoic acid Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 230000002522 swelling effect Effects 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 4
- 210000002268 wool Anatomy 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 230000001476 alcoholic effect Effects 0.000 description 3
- 239000004305 biphenyl Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000008149 soap solution Substances 0.000 description 3
- 238000007669 thermal treatment Methods 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 235000019445 benzyl alcohol Nutrition 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- RTAWHUYTVOWYLU-UHFFFAOYSA-N ethyl n-(4-ethoxyphenyl)carbamate Chemical compound CCOC(=O)NC1=CC=C(OCC)C=C1 RTAWHUYTVOWYLU-UHFFFAOYSA-N 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 125000001302 tertiary amino group Chemical group 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- PYHXGXCGESYPCW-UHFFFAOYSA-M 2,2-diphenylacetate Chemical compound C=1C=CC=CC=1C(C(=O)[O-])C1=CC=CC=C1 PYHXGXCGESYPCW-UHFFFAOYSA-M 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- QFKZBYXKHJHWSO-UHFFFAOYSA-N 2-(4-aminophenyl)-3-[4-(dimethylamino)phenyl]propanenitrile Chemical compound C1=CC(N(C)C)=CC=C1CC(C#N)C1=CC=C(N)C=C1 QFKZBYXKHJHWSO-UHFFFAOYSA-N 0.000 description 1
- BXYWKXBAMJYTKP-UHFFFAOYSA-N 2-[2-[2-[2-(3-sulfanylpropanoyloxy)ethoxy]ethoxy]ethoxy]ethyl 3-sulfanylpropanoate Chemical compound SCCC(=O)OCCOCCOCCOCCOC(=O)CCS BXYWKXBAMJYTKP-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- HUNGHFUNVZTRKO-UHFFFAOYSA-N 2-chloronaphthalene-1-carboxylic acid Chemical class C1=CC=C2C(C(=O)O)=C(Cl)C=CC2=C1 HUNGHFUNVZTRKO-UHFFFAOYSA-N 0.000 description 1
- VDLGLFVMQUNFST-UHFFFAOYSA-N 2-phenoxy-n-phenylacetamide Chemical compound C=1C=CC=CC=1NC(=O)COC1=CC=CC=C1 VDLGLFVMQUNFST-UHFFFAOYSA-N 0.000 description 1
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 1
- QPQKUYVSJWQSDY-UHFFFAOYSA-N 4-phenyldiazenylaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=CC=C1 QPQKUYVSJWQSDY-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 229920001283 Polyalkylene terephthalate Polymers 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- QILSFLSDHQAZET-UHFFFAOYSA-N diphenylmethanol Chemical compound C=1C=CC=CC=1C(O)C1=CC=CC=C1 QILSFLSDHQAZET-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-M hydrosulfide Chemical compound [SH-] RWSOTUBLDIXVET-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- MXHTZQSKTCCMFG-UHFFFAOYSA-N n,n-dibenzyl-1-phenylmethanamine Chemical compound C=1C=CC=CC=1CN(CC=1C=CC=CC=1)CC1=CC=CC=C1 MXHTZQSKTCCMFG-UHFFFAOYSA-N 0.000 description 1
- ZDQCKWWIYRSDKD-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]benzamide Chemical compound CCN(CC)CCNC(=O)C1=CC=CC=C1 ZDQCKWWIYRSDKD-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000007788 roughening Methods 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 239000004557 technical material Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/02—Chemical treatment or coating of shaped articles made of macromolecular substances with solvents, e.g. swelling agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
-
- 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
- D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters
-
- 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
- D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
-
- 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
- D06M13/08—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with halogenated hydrocarbons
-
- 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
- D06M13/12—Aldehydes; Ketones
-
- 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
- D06M13/12—Aldehydes; Ketones
- D06M13/127—Mono-aldehydes, e.g. formaldehyde; Monoketones
-
- 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
- D06M13/152—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 having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
-
- 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
- D06M13/165—Ethers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
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- 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
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- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Mechanical Engineering (AREA)
- Dispersion Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
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Priority Applications (18)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL276197D NL276197A (xx) | 1954-09-09 | ||
NL200307D NL200307A (xx) | 1954-09-09 | ||
NL109801D NL109801C (xx) | 1954-09-09 | ||
DEF15668A DE1044756B (de) | 1954-09-09 | 1954-09-09 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hoch-polymeren Polymethylenterephthalaten |
GB25790/55A GB822483A (en) | 1954-09-09 | 1955-09-08 | Process for modifying the properties of fibres and foils of aromatic polyesters |
FR69375D FR69375E (fr) | 1954-09-09 | 1955-09-09 | Procédé de modification des propriétés d'objets moulés en poly-esters aromatiques |
FR1145163D FR1145163A (fr) | 1954-09-09 | 1955-09-09 | Procédé de modification des propriétés d'objets moulés en poly-esters aromatiques |
CH348462D CH348462A (de) | 1954-09-09 | 1956-11-10 | Schaltung zur Steuerung eines Wechselstromkreises mittels einer Gasentladungsröhre |
DEF25242A DE1151780B (de) | 1954-09-09 | 1958-03-13 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
GB8870/59A GB911791A (en) | 1954-09-09 | 1959-03-13 | Process for modifying the properties of fibres and foils of aromatic polyesters |
FR789327A FR75337E (fr) | 1954-09-09 | 1959-03-13 | Procédé de modification des propriétés d'objets moulés en poly-esters aromatiques |
CH7056859A CH378278A (de) | 1954-09-09 | 1959-10-01 | Verfahren zum Veredeln von Textilfasern aus hochpolymeren Polyestern |
DEF33508A DE1217915B (de) | 1954-09-09 | 1961-03-25 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
US137503A US3154374A (en) | 1954-09-09 | 1961-09-12 | Process for modifying the properties of shaped structures from highly polymeric polyesters |
CH348462A CH440695A (de) | 1954-09-09 | 1962-03-23 | Verfahren zur Verbesserung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
GB11503/62A GB985143A (en) | 1954-09-09 | 1962-03-26 | Process for modifying the properties of fibres and films made from polymeric polyesters |
FR892197A FR81369E (fr) | 1954-09-09 | 1962-03-26 | Procédé de modification des propriétés d'objets moulés en polyesters aromatiques |
AT938668A AT281753B (de) | 1954-09-09 | 1968-09-26 | Steckgestell zur Aufbewahrung von Hängeordnern |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF15668A DE1044756B (de) | 1954-09-09 | 1954-09-09 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hoch-polymeren Polymethylenterephthalaten |
DEF25242A DE1151780B (de) | 1954-09-09 | 1958-03-13 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
DEF33508A DE1217915B (de) | 1954-09-09 | 1961-03-25 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1044756B true DE1044756B (de) | 1958-11-27 |
Family
ID=27210034
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEF15668A Pending DE1044756B (de) | 1954-09-09 | 1954-09-09 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hoch-polymeren Polymethylenterephthalaten |
DEF25242A Pending DE1151780B (de) | 1954-09-09 | 1958-03-13 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
DEF33508A Pending DE1217915B (de) | 1954-09-09 | 1961-03-25 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEF25242A Pending DE1151780B (de) | 1954-09-09 | 1958-03-13 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
DEF33508A Pending DE1217915B (de) | 1954-09-09 | 1961-03-25 | Verfahren zur Veraenderung der Eigenschaften von geformten Gebilden aus hochpolymeren Polyestern |
Country Status (7)
Country | Link |
---|---|
US (1) | US3154374A (xx) |
AT (1) | AT281753B (xx) |
CH (3) | CH348462A (xx) |
DE (3) | DE1044756B (xx) |
FR (2) | FR69375E (xx) |
GB (3) | GB822483A (xx) |
NL (3) | NL276197A (xx) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3239586A (en) * | 1962-08-08 | 1966-03-08 | Du Pont | Process of molding polyester textile fabrics |
US4614634A (en) * | 1983-12-31 | 1986-09-30 | Bayer Aktiengesellschaft | Process for the production of plastic films having improved optical properties |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL200307A (xx) * | 1954-09-09 | |||
BE586792A (xx) * | 1959-01-21 | |||
US3099515A (en) * | 1959-07-08 | 1963-07-30 | Ici Ltd | Silicon chloride treated polyolefin article and its production |
BE604582A (xx) * | 1960-06-03 | 1900-01-01 | ||
GB1107267A (en) * | 1963-09-23 | 1968-03-27 | Ici Ltd | Method of improving acid dyeability of fibre-forming polymers |
US3704322A (en) * | 1969-09-24 | 1972-11-28 | Malesci S A S Inst Farmacobiol | N-alkyl-n'-(1-naphthoyl) ethylene diamines |
CA962158A (en) * | 1971-03-11 | 1975-02-04 | Unilever Limited | Detergent compositions |
US3957434A (en) * | 1974-12-16 | 1976-05-18 | Ciba-Geigy Corporation | Coloring synthetic fibers with diphenylcarbinol dyeing assistants |
US4421513A (en) * | 1979-01-08 | 1983-12-20 | Milliken Research Corporation | Process for producing fibrillated polyester |
US4238191A (en) * | 1979-11-26 | 1980-12-09 | Burlington Industries, Inc. | Bulking of polycarbonamides: qiana |
US4308025A (en) * | 1979-11-26 | 1981-12-29 | Burlington Industries, Inc. | Simultaneous bulking and dyeing process |
US6228488B1 (en) | 1998-05-22 | 2001-05-08 | Alliedsignal Inc. | Process for making load limiting yarn |
US6071835A (en) * | 1998-06-16 | 2000-06-06 | Alliedsignal Inc. | Load limiting webbing |
US8372912B2 (en) | 2005-08-12 | 2013-02-12 | Eastman Chemical Company | Polyvinyl chloride compositions |
PL2057243T3 (pl) | 2006-08-30 | 2013-04-30 | Eastman Chem Co | Kompozycje szczeliwa z nowym plastyfikatorem |
ES2391866T3 (es) | 2006-08-30 | 2012-11-30 | Eastman Chemical Company | Tereftalatos como plastificantes en composiciones poliméricas de acetato de vinilo |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB609943A (en) * | 1946-03-26 | 1948-10-08 | Alan Stanley Fern | Dyeing of highly polymeric linear esters |
GB609948A (en) * | 1946-06-06 | 1948-10-08 | Alan Stanley Fern | Dyeing of highly polymeric linear esters |
DE827899C (de) * | 1948-09-15 | 1952-01-14 | Ici Ltd | Traeger fuer photographische Schichten fuer Farbphotographie |
GB684046A (en) * | 1950-06-12 | 1952-12-10 | Richard Hardwick | Improvements in or relating to the dyeing of aromatic polyester fibres, filaments, yarns, fabrics, films and like shaped articles |
GB697986A (en) * | 1950-11-27 | 1953-10-07 | Denys Nicol Marvin | Improvements in dyeing polyester filaments, yarns and fabrics |
GB697983A (en) * | 1950-11-27 | 1953-10-07 | Denys Nicol Marvin | Improvements in dyeing polyester filaments, yarns and fabrics |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL188905B (nl) * | 1953-08-03 | Stanford Res Inst Int | Anthracyclineverbinding en farmaceutisch preparaat. | |
US2881045A (en) * | 1954-06-17 | 1959-04-07 | American Cyanamid Co | Method of dyeing synthetic fibrous materials |
US2856638A (en) * | 1954-07-20 | 1958-10-21 | Eastman Kodak Co | Process for the after-treatment of polymeric articles |
NL200307A (xx) * | 1954-09-09 | |||
US2901311A (en) * | 1955-03-04 | 1959-08-25 | Hoechst Ag | Process for the printing of fibrous textile material made of polyester fibres |
US3034847A (en) * | 1957-10-01 | 1962-05-15 | Du Pont | Dyeing polyethylene terephthalate films with hot disperse dye-organic solvent mixture |
US2938811A (en) * | 1959-11-09 | 1960-05-31 | Martin Proc Company Inc | Method of conditioning polyester textile material and the resulting products |
-
0
- NL NL200307D patent/NL200307A/xx unknown
- NL NL109801D patent/NL109801C/xx active
- NL NL276197D patent/NL276197A/xx unknown
-
1954
- 1954-09-09 DE DEF15668A patent/DE1044756B/de active Pending
-
1955
- 1955-09-08 GB GB25790/55A patent/GB822483A/en not_active Expired
- 1955-09-09 FR FR69375D patent/FR69375E/fr not_active Expired
- 1955-09-09 FR FR1145163D patent/FR1145163A/fr not_active Expired
-
1956
- 1956-11-10 CH CH348462D patent/CH348462A/de unknown
-
1958
- 1958-03-13 DE DEF25242A patent/DE1151780B/de active Pending
-
1959
- 1959-03-13 GB GB8870/59A patent/GB911791A/en not_active Expired
- 1959-10-01 CH CH7056859A patent/CH378278A/de unknown
-
1961
- 1961-03-25 DE DEF33508A patent/DE1217915B/de active Pending
- 1961-09-12 US US137503A patent/US3154374A/en not_active Expired - Lifetime
-
1962
- 1962-03-23 CH CH348462A patent/CH440695A/de unknown
- 1962-03-26 GB GB11503/62A patent/GB985143A/en not_active Expired
-
1968
- 1968-09-26 AT AT938668A patent/AT281753B/de not_active IP Right Cessation
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB609943A (en) * | 1946-03-26 | 1948-10-08 | Alan Stanley Fern | Dyeing of highly polymeric linear esters |
GB609948A (en) * | 1946-06-06 | 1948-10-08 | Alan Stanley Fern | Dyeing of highly polymeric linear esters |
DE827899C (de) * | 1948-09-15 | 1952-01-14 | Ici Ltd | Traeger fuer photographische Schichten fuer Farbphotographie |
GB684046A (en) * | 1950-06-12 | 1952-12-10 | Richard Hardwick | Improvements in or relating to the dyeing of aromatic polyester fibres, filaments, yarns, fabrics, films and like shaped articles |
GB697986A (en) * | 1950-11-27 | 1953-10-07 | Denys Nicol Marvin | Improvements in dyeing polyester filaments, yarns and fabrics |
GB697983A (en) * | 1950-11-27 | 1953-10-07 | Denys Nicol Marvin | Improvements in dyeing polyester filaments, yarns and fabrics |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3239586A (en) * | 1962-08-08 | 1966-03-08 | Du Pont | Process of molding polyester textile fabrics |
US4614634A (en) * | 1983-12-31 | 1986-09-30 | Bayer Aktiengesellschaft | Process for the production of plastic films having improved optical properties |
Also Published As
Publication number | Publication date |
---|---|
GB985143A (en) | 1965-03-03 |
GB911791A (en) | 1962-11-28 |
NL109801C (xx) | |
DE1217915B (de) | 1966-06-02 |
US3154374A (en) | 1964-10-27 |
CH440695A (de) | 1967-07-31 |
FR1145163A (fr) | 1957-10-23 |
CH378278A (de) | 1964-07-31 |
CH7056859A4 (xx) | 1964-02-28 |
AT281753B (de) | 1970-06-10 |
DE1151780B (de) | 1963-07-25 |
FR69375E (fr) | 1958-11-06 |
NL276197A (xx) | |
NL200307A (xx) | |
CH348462A (de) | 1960-08-31 |
GB822483A (en) | 1959-10-28 |
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