DE69230460T2 - Verfahren zur Herstellung von wasserlöslichen und/oder wasserdispergierbaren Polyestern und die Verwendung dieser Polyester zum Schlichten von Textilgarnen - Google Patents
Verfahren zur Herstellung von wasserlöslichen und/oder wasserdispergierbaren Polyestern und die Verwendung dieser Polyester zum Schlichten von TextilgarnenInfo
- Publication number
- DE69230460T2 DE69230460T2 DE69230460T DE69230460T DE69230460T2 DE 69230460 T2 DE69230460 T2 DE 69230460T2 DE 69230460 T DE69230460 T DE 69230460T DE 69230460 T DE69230460 T DE 69230460T DE 69230460 T2 DE69230460 T2 DE 69230460T2
- Authority
- DE
- Germany
- Prior art keywords
- process according
- reaction
- ethylene glycol
- carried out
- water
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title claims abstract description 42
- 230000008569 process Effects 0.000 title claims abstract description 32
- 239000004753 textile Substances 0.000 title abstract description 10
- 229920000728 polyester Polymers 0.000 title abstract description 5
- 238000004513 sizing Methods 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 119
- 229920001634 Copolyester Polymers 0.000 claims abstract description 33
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000005886 esterification reaction Methods 0.000 claims abstract description 19
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 16
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- -1 polyoxyethylene Polymers 0.000 claims abstract description 15
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 8
- 238000005809 transesterification reaction Methods 0.000 claims abstract description 8
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 claims abstract 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 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims abstract description 3
- 239000003054 catalyst Substances 0.000 claims description 26
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 claims description 18
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 11
- 239000010936 titanium Substances 0.000 claims description 10
- 229910052719 titanium Inorganic materials 0.000 claims description 10
- 230000032050 esterification Effects 0.000 claims description 8
- 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 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000012429 reaction media Substances 0.000 claims description 5
- YBMRDBCBODYGJE-UHFFFAOYSA-N germanium dioxide Chemical compound O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 3
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims description 3
- 239000001639 calcium acetate Substances 0.000 claims description 3
- 229960005147 calcium acetate Drugs 0.000 claims description 3
- 235000011092 calcium acetate Nutrition 0.000 claims description 3
- AOWKSNWVBZGMTJ-UHFFFAOYSA-N calcium titanate Chemical compound [Ca+2].[O-][Ti]([O-])=O AOWKSNWVBZGMTJ-UHFFFAOYSA-N 0.000 claims description 3
- 150000007942 carboxylates Chemical class 0.000 claims description 3
- 229940011182 cobalt acetate Drugs 0.000 claims description 3
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 claims description 3
- 150000005690 diesters Chemical class 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 229940071125 manganese acetate Drugs 0.000 claims description 3
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- 239000004246 zinc acetate Substances 0.000 claims description 3
- 229960000314 zinc acetate Drugs 0.000 claims description 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001033 ether group Chemical group 0.000 claims description 2
- 229940119177 germanium dioxide Drugs 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000468 ketone group Chemical group 0.000 claims description 2
- 125000001174 sulfone group Chemical group 0.000 claims description 2
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 claims 2
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 claims 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 125000003827 glycol group Chemical group 0.000 abstract description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 229920001223 polyethylene glycol Chemical group 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 150000002641 lithium Chemical group 0.000 description 2
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- 238000004879 turbidimetry Methods 0.000 description 2
- UMSMVKNMVMMYOO-UHFFFAOYSA-N 2-(3-sulfophenoxy)benzene-1,3-dicarboxylic acid Chemical class OC(=O)C1=CC=CC(C(O)=O)=C1OC1=CC=CC(S(O)(=O)=O)=C1 UMSMVKNMVMMYOO-UHFFFAOYSA-N 0.000 description 1
- YZTJKOLMWJNVFH-UHFFFAOYSA-N 2-sulfobenzene-1,3-dicarboxylic acid Chemical class OC(=O)C1=CC=CC(C(O)=O)=C1S(O)(=O)=O YZTJKOLMWJNVFH-UHFFFAOYSA-N 0.000 description 1
- RAADBCJYJHQQBI-UHFFFAOYSA-N 2-sulfoterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(S(O)(=O)=O)=C1 RAADBCJYJHQQBI-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Chemical group 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000013529 heat transfer fluid Substances 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000006140 methanolysis reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Classifications
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
-
- 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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/507—Polyesters
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
- C08G63/6884—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6886—Dicarboxylic acids and dihydroxy compounds
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
-
- 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
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- 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
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31786—Of polyester [e.g., alkyd, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Treatment Of Fibers During Manufacturing Processes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9113595A FR2682956B1 (fr) | 1991-10-29 | 1991-10-29 | Procede de preparation de polyesters hydrosolubles et/ou hydrodispersables et utilisation de ces polyesters pour l'encollage de fils textiles. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69230460D1 DE69230460D1 (de) | 2000-01-27 |
| DE69230460T2 true DE69230460T2 (de) | 2000-08-03 |
Family
ID=9418600
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69230460T Expired - Lifetime DE69230460T2 (de) | 1991-10-29 | 1992-08-17 | Verfahren zur Herstellung von wasserlöslichen und/oder wasserdispergierbaren Polyestern und die Verwendung dieser Polyester zum Schlichten von Textilgarnen |
| DE0540374T Pending DE540374T1 (de) | 1991-10-29 | 1992-08-17 | Verfahren zur Herstellung von wasserlöslichen und/oder wasserdispergierbaren Polyestern und die Verwendung dieser Polyester zum Schlichten von Textilgarnen. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE0540374T Pending DE540374T1 (de) | 1991-10-29 | 1992-08-17 | Verfahren zur Herstellung von wasserlöslichen und/oder wasserdispergierbaren Polyestern und die Verwendung dieser Polyester zum Schlichten von Textilgarnen. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5290631A (enExample) |
| EP (1) | EP0540374B1 (enExample) |
| JP (1) | JP2573543B2 (enExample) |
| KR (1) | KR970002080B1 (enExample) |
| CN (1) | CN1033392C (enExample) |
| AT (1) | ATE187975T1 (enExample) |
| AU (1) | AU655078B2 (enExample) |
| CA (1) | CA2080883C (enExample) |
| DE (2) | DE69230460T2 (enExample) |
| ES (1) | ES2118671T3 (enExample) |
| FR (1) | FR2682956B1 (enExample) |
| RU (1) | RU2102405C1 (enExample) |
| TW (1) | TW227025B (enExample) |
Families Citing this family (106)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2720400B1 (fr) | 1994-05-30 | 1996-06-28 | Rhone Poulenc Chimie | Nouveaux polyesters sulfones et leur utilisation comme agent anti-salissure dans les compositions détergentes, de rinçage, d'adoucissage et de traitement des textiles. |
| FR2722804B1 (fr) * | 1994-07-22 | 1996-09-13 | Rhone Poulenc Chimie | Composition latex pour l'encollage de fils ou de fibres textiles et procede d'encollage |
| US6162890A (en) * | 1994-10-24 | 2000-12-19 | Eastman Chemical Company | Water-dispersible block copolyesters useful as low-odor adhesive raw materials |
| EP0709419B1 (en) | 1994-10-24 | 2004-04-14 | Eastman Chemical Company | Water-dispersible block copolyesters |
| US5646237A (en) * | 1995-08-15 | 1997-07-08 | Eastman Chemical Company | Water-dispersible copolyester-ether compositions |
| KR100369847B1 (ko) * | 1995-12-29 | 2003-03-26 | 에스케이케미칼주식회사 | 수분산성 코폴리에스테르 수지조성물 |
| KR970062170A (ko) * | 1995-12-29 | 1997-09-12 | 김준웅 | 폴리에스테르 호제조성물 |
| US5820982A (en) * | 1996-12-03 | 1998-10-13 | Seydel Companies, Inc. | Sulfoaryl modified water-soluble or water-dispersible resins from polyethylene terephthalate or terephthalates |
| FR2766200B1 (fr) | 1997-07-17 | 1999-09-24 | Toray Plastics Europ Sa | Films polyester composites metallises a proprietes barriere |
| US6020420A (en) * | 1999-03-10 | 2000-02-01 | Eastman Chemical Company | Water-dispersible polyesters |
| US6171685B1 (en) | 1999-11-26 | 2001-01-09 | Eastman Chemical Company | Water-dispersible films and fibers based on sulfopolyesters |
| US7030181B2 (en) * | 2001-04-11 | 2006-04-18 | Eastman Chemical Company | Films prepared from plasticized polyesters |
| US6984675B2 (en) * | 2001-11-28 | 2006-01-10 | Resolution Specialty Materials Llc | Formaldehyde-free binder compositions for simultaneous warp sizing and coloration of filament yarns |
| US20030124367A1 (en) * | 2001-12-06 | 2003-07-03 | George Scott Ellery | Antistatic polyester-polyethylene glycol compositions |
| US7625994B2 (en) | 2002-07-30 | 2009-12-01 | E.I. Du Pont De Nemours And Company | Sulfonated aliphatic-aromatic copolyetheresters |
| US20040024102A1 (en) * | 2002-07-30 | 2004-02-05 | Hayes Richard Allen | Sulfonated aliphatic-aromatic polyetherester films, coatings, and laminates |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1238850A (enExample) * | 1967-12-05 | 1971-07-14 | ||
| US3546008A (en) * | 1968-01-03 | 1970-12-08 | Eastman Kodak Co | Sizing compositions and fibrous articles sized therewith |
| JPS48103883A (enExample) * | 1972-04-13 | 1973-12-26 | ||
| EP0029620A1 (en) * | 1979-11-19 | 1981-06-03 | Agfa-Gevaert N.V. | Aqueous copolyester dispersions suited for the subbing of polyester film, subbed polyester film and photographic materials containing a subbed polyester base |
| JPS5763325A (en) * | 1980-10-02 | 1982-04-16 | Toyobo Co Ltd | Copolyester |
| JPS592285A (ja) * | 1982-06-28 | 1984-01-07 | Fujitsu Ltd | 磁気バブルメモリの駆動方式 |
| JPS59144611A (ja) * | 1983-02-01 | 1984-08-18 | Teijin Ltd | ポリエステル繊維 |
| JPS6157618A (ja) * | 1984-08-29 | 1986-03-24 | Teijin Ltd | 改質ポリエステルの製造方法 |
| JPS6289725A (ja) * | 1985-10-15 | 1987-04-24 | Teijin Ltd | 改質ポリエステルの製造方法 |
| FR2602777B1 (fr) * | 1986-08-12 | 1988-11-10 | Rhone Poulenc Films | Procede de revetement de films en polyester et nouveaux films comportant un revetement de surface |
| FR2608506B1 (fr) * | 1986-12-23 | 1989-03-31 | Rhone Poulenc Films | Procede d'obtention de films polyester composites epais a adherence amelioree et nouveaux films composites |
| FR2609665B1 (fr) * | 1987-01-21 | 1989-04-14 | Rhone Poulenc Films | Procede d'obtention de films polyester a revetement de polychlorure de vinylidene et nouveaux films composites ainsi obtenus |
| JP2530649B2 (ja) * | 1987-04-15 | 1996-09-04 | 東レ株式会社 | 改質ポリエステルの製造法 |
| FR2640983B1 (enExample) * | 1988-12-28 | 1992-09-25 | Rhone Poulenc Films |
-
1991
- 1991-10-29 FR FR9113595A patent/FR2682956B1/fr not_active Expired - Lifetime
-
1992
- 1992-08-17 EP EP92402292A patent/EP0540374B1/fr not_active Expired - Lifetime
- 1992-08-17 DE DE69230460T patent/DE69230460T2/de not_active Expired - Lifetime
- 1992-08-17 ES ES92402292T patent/ES2118671T3/es not_active Expired - Lifetime
- 1992-08-17 AT AT92402292T patent/ATE187975T1/de not_active IP Right Cessation
- 1992-08-17 DE DE0540374T patent/DE540374T1/de active Pending
- 1992-09-30 AU AU26131/92A patent/AU655078B2/en not_active Ceased
- 1992-10-15 CN CN92111622A patent/CN1033392C/zh not_active Expired - Fee Related
- 1992-10-19 TW TW081108293A patent/TW227025B/zh active
- 1992-10-19 CA CA002080883A patent/CA2080883C/fr not_active Expired - Lifetime
- 1992-10-22 JP JP4308066A patent/JP2573543B2/ja not_active Expired - Lifetime
- 1992-10-28 KR KR1019920019958A patent/KR970002080B1/ko not_active Expired - Fee Related
- 1992-10-28 RU RU92004361A patent/RU2102405C1/ru active
- 1992-10-29 US US07/968,306 patent/US5290631A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| KR930008015A (ko) | 1993-05-20 |
| ES2118671T1 (es) | 1998-10-01 |
| KR970002080B1 (ko) | 1997-02-22 |
| EP0540374A1 (fr) | 1993-05-05 |
| AU655078B2 (en) | 1994-12-01 |
| RU2102405C1 (ru) | 1998-01-20 |
| DE540374T1 (de) | 1998-11-19 |
| JPH05295097A (ja) | 1993-11-09 |
| CA2080883C (fr) | 1999-01-05 |
| JP2573543B2 (ja) | 1997-01-22 |
| FR2682956A1 (fr) | 1993-04-30 |
| CA2080883A1 (fr) | 1993-04-30 |
| CN1072691A (zh) | 1993-06-02 |
| DE69230460D1 (de) | 2000-01-27 |
| CN1033392C (zh) | 1996-11-27 |
| FR2682956B1 (fr) | 1994-01-07 |
| ES2118671T3 (es) | 2000-04-01 |
| TW227025B (enExample) | 1994-07-21 |
| ATE187975T1 (de) | 2000-01-15 |
| US5290631A (en) | 1994-03-01 |
| AU2613192A (en) | 1993-05-06 |
| EP0540374B1 (fr) | 1999-12-22 |
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