EP3529382B1 - Procédé de préparation de cuir - Google Patents
Procédé de préparation de cuir Download PDFInfo
- Publication number
- EP3529382B1 EP3529382B1 EP17778306.5A EP17778306A EP3529382B1 EP 3529382 B1 EP3529382 B1 EP 3529382B1 EP 17778306 A EP17778306 A EP 17778306A EP 3529382 B1 EP3529382 B1 EP 3529382B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- formulation
- weight
- mop
- parts
- process according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
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- 238000000034 method Methods 0.000 title claims description 46
- 239000010985 leather Substances 0.000 title claims description 36
- 239000000203 mixture Substances 0.000 claims description 61
- 238000009472 formulation Methods 0.000 claims description 58
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
- 239000002904 solvent Substances 0.000 claims description 27
- XCYWUZHUTJDTGS-UHFFFAOYSA-N 2-methoxy-3,4-dihydro-2h-pyran Chemical compound COC1CCC=CO1 XCYWUZHUTJDTGS-UHFFFAOYSA-N 0.000 claims description 24
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- -1 C20 carboxylic acids Chemical class 0.000 claims description 15
- 239000002562 thickening agent Substances 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 14
- 150000002148 esters Chemical class 0.000 claims description 11
- 239000004094 surface-active agent Substances 0.000 claims description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 10
- 239000013011 aqueous formulation Substances 0.000 claims description 7
- 239000000839 emulsion Substances 0.000 claims description 6
- 229920005862 polyol Polymers 0.000 claims description 6
- 150000003077 polyols Chemical class 0.000 claims description 6
- 241001465754 Metazoa Species 0.000 claims description 5
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 4
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 4
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 3
- 229920002125 Sokalan® Polymers 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 239000004584 polyacrylic acid Substances 0.000 claims description 3
- 239000000600 sorbitol Substances 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
- 239000005977 Ethylene Substances 0.000 claims description 2
- 150000005215 alkyl ethers Chemical class 0.000 claims description 2
- 229920001400 block copolymer Polymers 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002736 nonionic surfactant Substances 0.000 claims description 2
- 229920005628 alkoxylated polyol Polymers 0.000 claims 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 21
- VZJFPIXCMVSTID-UHFFFAOYSA-N 2-ethoxy-3,4-dihydro-2h-pyran Chemical compound CCOC1CCC=CO1 VZJFPIXCMVSTID-UHFFFAOYSA-N 0.000 description 11
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 10
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 10
- 238000004383 yellowing Methods 0.000 description 9
- 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 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 5
- 229910052804 chromium Inorganic materials 0.000 description 5
- 239000011651 chromium Substances 0.000 description 5
- 235000019253 formic acid Nutrition 0.000 description 5
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 5
- 239000011780 sodium chloride Substances 0.000 description 5
- 102000008186 Collagen Human genes 0.000 description 4
- 108010035532 Collagen Proteins 0.000 description 4
- 229920001436 collagen Polymers 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 241000283690 Bos taurus Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000005903 acid hydrolysis reaction Methods 0.000 description 2
- FFBHFFJDDLITSX-UHFFFAOYSA-N benzyl N-[2-hydroxy-4-(3-oxomorpholin-4-yl)phenyl]carbamate Chemical compound OC1=C(NC(=O)OCC2=CC=CC=C2)C=CC(=C1)N1CCOCC1=O FFBHFFJDDLITSX-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000010382 chemical cross-linking Methods 0.000 description 1
- BFGKITSFLPAWGI-UHFFFAOYSA-N chromium(3+) Chemical compound [Cr+3] BFGKITSFLPAWGI-UHFFFAOYSA-N 0.000 description 1
- JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical compound [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 description 1
- GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 description 1
- 229910000356 chromium(III) sulfate Inorganic materials 0.000 description 1
- 239000011696 chromium(III) sulphate Substances 0.000 description 1
- 235000015217 chromium(III) sulphate Nutrition 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical group CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000002311 subsequent effect Effects 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C3/00—Tanning; Compositions for tanning
- C14C3/02—Chemical tanning
- C14C3/08—Chemical tanning by organic agents
Definitions
- Processes according to the invention yield chromium free leather with excellent haptical properties like tackiness and softness.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
Claims (15)
- Procédé pour fabriquer du cuir, dans lequel du méthoxy-3,4-dihydro-2H-pyrane (MOP) est utilisé en tant qu'agent de tannage.
- Procédé selon la revendication 1, dans lequel du MOP est utilisé dans une formulation F, la formulation F étant une formulation aqueuse ou une solution de MOP dans un solvant L, ledit solvant L étant un solvant organique qui présente une miscibilité avec l'eau d'au moins 20 %.
- Procédé selon l'une quelconque des revendications 1 et 2, dans lequel la formulation F est une solution aqueuse ou une émulsion aqueuse.
- Procédé selon l'une quelconque des revendications 1 à 3, dans lequel la formulation F comprend :a) de 10 à 80 parties en poids de MOP, de préférence de 10 à 50 parties en poids ;b) de 20 à 90 parties en poids d'au moins un agent tensioactif S ;c) de 0 à 10 partie (s) en poids d'au moins un agent épaississant T ; etd) de l'eau, de préférence dans une quantité de 30 % à 70 % en poids.
- Procédé selon la revendication 4, dans lequel ledit agent tensioactif S est un agent tensioactif non ionique.
- Procédé selon la revendication 4 ou 5, dans lequel ledit agent tensioactif S est sélectionné parmi les alcools gras, les alcoxylates, tout particulièrement les éthoxylates de monools en C6 à C30, les esters d'acides carboxyliques en C6 à C20, les esters sulfités ou sulfatés d'acides carboxyliques en C6 à C20, les oxydes de polyalkylène, les alcoxylates de polyols, les esters d'alkylglycérol, les copolymères blocs de polyalkylèneoxydes, les alkyléthers de polyols, les amides d'acides carboxyliques en C6 à C20, les N-alcoxylates d'amides d'acides carboxyliques en C6 à C20.
- Procédé selon l'une quelconque des revendications 4 à 6, dans lequel ledit agent épaississant T est sélectionné parmi l'acide polyacrylique et/ou les esters polyacryliques qui présentent une augmentation de la viscosité suite à une augmentation du pH.
- Procédé selon l'une quelconque des revendications 1 à 3, dans lequel la formulation F comprend :a) de 10 à 80 parties de MOP ;b) de 20 à 90 parties d'au moins un agent de solubilisation SL, de préférence sélectionné parmi les polyols tels que le glycol, le glycérol, le sorbitol ou un polyol alcoxylé ;c) de 1 à 10 partie (s) d'au moins un agent épaississant T, de préférence sélectionné parmi l'acide polyacrylique et/ou les esters polyacryliques qui présentent une augmentation de la viscosité suite à une augmentation du pH ; etd) de l'eau, de préférence dans une quantité de 30 % à 70 % en poids.
- Procédé selon l'une quelconque des revendications 1 à 3, dans lequel la formulation F est une solution comprenant de 10 % à 80 % en poids de MOP et au moins un solvant L, dans lequel le solvant L est sélectionné parmi le carbonate d'éthylène ou de propylène, les alcoxylates, tout particulièrement les éthoxylates ou les propoxylates d'alcools en C2 à C18 et/ou les alcoxylates d'acides carboxyliques, tout particulièrement les éthoxylates d'acides carboxyliques en C6 à C20.
- Procédé selon la revendication 9, dans lequel la formulation F comprend de 20 % à 70 % en poids du solvant L et de 5 % à 50 % en poids d'eau.
- Procédé selon l'une quelconque des revendications 1 à 10, comprenant les étapes qui suivent :A) l'ajustement du pH du milieu d'application à une valeur de 2 à 4 ; etB) l'application du milieu d'application obtenu à l'étape A) comprenant la formulation F sur la peau d'un animal au cours de l'étape de tannage ou de prétannage.
- Cuir produit selon la revendication 11.
- Chaussure, intérieur de voiture, vêtement ou accessoire comprenant du cuir selon la revendication 12.
- Formulation comprenant :a) de 10 à 80 parties en poids de méthoxy-3,4-dihydro-2H-pyrane (MOP) ;b) de 20 à 90 parties en poids d'au moins un agent tensioactif S ;c) de 0 à 10 partie (s) en poids d'au moins un agent épaississant T ; etd) de l'eau,dans laquelle le pH de ladite formulation est compris entre 5 et 9.
- Formulation comprenant :a) de 10 à 80 parties en poids de méthoxy-3,4-dihydro-2H-pyrane (MOP) ;b) de 19 à 89 parties en poids d'au moins un agent de solubilisation SL ;c) de 1 à 10 partie (s) en poids d'au moins un agent épaississant T ; etd) de l'eau,dans laquelle le pH de ladite formulation est compris entre 5 et 9.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16194290 | 2016-10-18 | ||
| PCT/EP2017/075292 WO2018073010A1 (fr) | 2016-10-18 | 2017-10-05 | Procédés de fabrication du cuir |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP3529382A1 EP3529382A1 (fr) | 2019-08-28 |
| EP3529382B1 true EP3529382B1 (fr) | 2020-06-10 |
Family
ID=57178279
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP17778306.5A Active EP3529382B1 (fr) | 2016-10-18 | 2017-10-05 | Procédé de préparation de cuir |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP3529382B1 (fr) |
| WO (1) | WO2018073010A1 (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115109873B (zh) * | 2022-02-28 | 2024-02-27 | 福建省永建皮革科技股份有限公司 | 柔软剂及用其制备具有高柔软度皮革的方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2546018A (en) | 1947-09-06 | 1951-03-20 | Shell Dev | Production of glutaraldehyde and csubstituted glutaraldehyde from dihydro pyrans |
| US2941859A (en) | 1959-04-08 | 1960-06-21 | Martin L Fein | Tanning with glutaraldehyde |
| CA1175850A (fr) | 1981-05-21 | 1984-10-09 | Nan S. Chu | Preparation d'un precurseur de glutaraldehyde |
| US4489205A (en) * | 1981-05-21 | 1984-12-18 | Union Carbide Corporation | Preparation of a glutaraldehyde precursor |
| DE4102545A1 (de) * | 1991-01-29 | 1992-07-30 | Basf Ag | Verfahren zum alleingerben, vorgerben und mitgerben von bloessen und fellbloessen und zum nachgerben von leder und fell |
| DE4219419A1 (de) | 1992-06-13 | 1993-12-16 | Basf Ag | Verfahren zum Gerben von Leder und Pelzen |
| DE19546254A1 (de) | 1995-12-12 | 1997-06-19 | Basf Ag | Verwendung von wäßrigen Lösungen oder Dispersionen von Copolymerisaten aus carboxylgruppenhaltigen Monomeren, ethylenisch ungesättigten Acetalen, Ketalen oder Orthocarbonsäureestern und gegebenenfalls weiteren copolymerisierbaren Monomeren als Ledergerbstoffe |
-
2017
- 2017-10-05 WO PCT/EP2017/075292 patent/WO2018073010A1/fr unknown
- 2017-10-05 EP EP17778306.5A patent/EP3529382B1/fr active Active
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2018073010A1 (fr) | 2018-04-26 |
| EP3529382A1 (fr) | 2019-08-28 |
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