GB1111868A - Copolymers for tanning leather - Google Patents
Copolymers for tanning leatherInfo
- Publication number
- GB1111868A GB1111868A GB51248/65A GB5124865A GB1111868A GB 1111868 A GB1111868 A GB 1111868A GB 51248/65 A GB51248/65 A GB 51248/65A GB 5124865 A GB5124865 A GB 5124865A GB 1111868 A GB1111868 A GB 1111868A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- copolymer
- sulphated
- hydroxylamine
- salt
- 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
Links
- 229920001577 copolymer Polymers 0.000 title abstract 6
- 239000010985 leather Substances 0.000 title abstract 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 abstract 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 4
- 235000011152 sodium sulphate Nutrition 0.000 abstract 4
- PMZURENOXWZQFD-UHFFFAOYSA-L sodium sulphate Substances [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 239000000243 solution Substances 0.000 abstract 3
- AEUVIXACNOXTBX-UHFFFAOYSA-N 1-sulfanylpropan-1-ol Chemical compound CCC(O)S AEUVIXACNOXTBX-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 2
- 239000004160 Ammonium persulphate Substances 0.000 abstract 2
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 abstract 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 2
- 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 abstract 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 abstract 2
- 241001465754 Metazoa Species 0.000 abstract 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 2
- 239000007832 Na2SO4 Substances 0.000 abstract 2
- 239000004159 Potassium persulphate Substances 0.000 abstract 2
- 235000019395 ammonium persulphate Nutrition 0.000 abstract 2
- 239000010775 animal oil Substances 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 235000010323 ascorbic acid Nutrition 0.000 abstract 2
- 229960005070 ascorbic acid Drugs 0.000 abstract 2
- 239000011668 ascorbic acid Substances 0.000 abstract 2
- 239000012986 chain transfer agent Substances 0.000 abstract 2
- 235000010350 erythorbic acid Nutrition 0.000 abstract 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 abstract 2
- NXPHCVPFHOVZBC-UHFFFAOYSA-N hydroxylamine;sulfuric acid Chemical compound ON.OS(O)(=O)=O NXPHCVPFHOVZBC-UHFFFAOYSA-N 0.000 abstract 2
- 229940026239 isoascorbic acid Drugs 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 235000019198 oils Nutrition 0.000 abstract 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 abstract 2
- 235000019394 potassium persulphate Nutrition 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000011780 sodium chloride Substances 0.000 abstract 2
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 2
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 abstract 2
- 229950006389 thiodiglycol Drugs 0.000 abstract 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 abstract 2
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 2
- 239000008158 vegetable oil Substances 0.000 abstract 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 abstract 2
- 241000276457 Gadidae Species 0.000 abstract 1
- -1 NaCl or Na2SO4 Chemical class 0.000 abstract 1
- 235000004443 Ricinus communis Nutrition 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 239000003999 initiator Substances 0.000 abstract 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 abstract 1
- 239000003505 polymerization initiator Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 235000012424 soybean oil Nutrition 0.000 abstract 1
- 239000003549 soybean oil Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 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
- C14C3/22—Chemical tanning by organic agents using polymerisation products
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F28/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Abstract
A copolymer comprises 80 to 90% by weight of acrylic acid and/or methacrylic acid and 20 to 10% of an unsaturated sulphated oil. Suitable animal and vegetable oils are listed. The polymerization may be carried out in an aqueous medium containing an initiator, e.g. H2O2, lauroyl peroxide or ammonium, sodium or potassium persulphate and a chain transfer agent such as hydroxylamine or a salt thereof, e.g. hydroxylamine sulphate, mercaptoethanol, mercaptopropanol, thiodiglycol, thioglycollic acid, ascorbic acid and isoascorbic acid. The copolymer solutions produced are used for tanning leather, additional water and optionally a salt, e.g. NaCl, Na2SO4 or NaOCOCH3 being added (see Division C6). In examples copolymers of methacrylic acid, with and without acrylic acid, and sulphated castor, sperm, neats-foot, codfish or soybean oil are prepared.ALSO:A tanning liquor comprises an aqueous solution of a copolymer of 80 to 90% by weight of acrylic acid and/or methacrylic acid and 20 to 10% of a sulphated unsaturated oil. A salt, e.g. NaCl or Na2SO4, is included in the solution, unless the skin being treated has been previously tanned, e.g. chrome- or zirconium-tanned. After tanning with the copolymer solution the skin may be retanned conventionally. Suitable sulphated animal and vegetable oils are specified. The aqueous solution of the copolymer may be formed, from its components, in the presence of a polymerization initiator, such as hydrogen peroxide, lauroyl peroxide, ammonium, sodium or potassium persulphate, and, if desired, a chain-transfer agent, such as hydroxylamine, hydroxylamine sulphate, mercaptoethanol, mercaptopropanol, thiodiglycol, thioglycollic acid, ascorbic acid or isoascorbic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US416874A US3408319A (en) | 1964-12-08 | 1964-12-08 | Tanning compositions comprising aqueous solutions of unsaturated acid-unsaturated sulfated oil copolymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1111868A true GB1111868A (en) | 1968-05-01 |
Family
ID=23651667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB51248/65A Expired GB1111868A (en) | 1964-12-08 | 1965-12-02 | Copolymers for tanning leather |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3408319A (en) |
| BE (1) | BE672851A (en) |
| BR (1) | BR6575485D0 (en) |
| DE (1) | DE1494858C3 (en) |
| DK (1) | DK111969B (en) |
| ES (1) | ES320165A1 (en) |
| FI (1) | FI44484B (en) |
| GB (1) | GB1111868A (en) |
| IL (1) | IL24749A (en) |
| NL (1) | NL148069B (en) |
| NO (1) | NO122765B (en) |
| SE (1) | SE317503B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996015276A1 (en) * | 1994-11-15 | 1996-05-23 | Basf Aktiengesellschaft | Process for preparing leather and furs using polymer tanning agents |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4285688A (en) * | 1979-03-28 | 1981-08-25 | Leather Life, Inc. | Saddle oil |
| DE2930342A1 (en) * | 1979-07-26 | 1981-02-19 | Roehm Gmbh | IMPROVED METHOD FOR PRODUCING LEATHER |
| CA1146302A (en) * | 1979-08-24 | 1983-05-17 | William C. Beier | Process for producing leather |
| US4314802A (en) * | 1979-08-24 | 1982-02-09 | Rohm And Haas Company | Process for producing leather |
| DE3031187A1 (en) * | 1980-08-18 | 1982-04-08 | Röhm GmbH, 6100 Darmstadt | TREATMENT OF LEATHER WITH HYDROPHILIC ACRYLATE RESIN |
| EP0061420B2 (en) * | 1981-03-06 | 1992-01-29 | Ciba-Geigy Ag | Method of retanning leather with acrylic oligomers |
| DE3413301A1 (en) * | 1984-04-09 | 1985-10-24 | Chemische Fabrik Stockhausen GmbH, 4150 Krefeld | METHOD FOR FURNISHING MINERAL OR COMBINED LEATHER WITH LEATHER POLYMER |
| US4626559A (en) * | 1985-04-22 | 1986-12-02 | Pep Rally Paint, Inc. | Non-permanent ornamental paint mixture |
| US4937123A (en) * | 1988-03-11 | 1990-06-26 | Minnesota Mining And Manufacturing Company | Process for providing polyamide materials with stain resistance |
| US4822373A (en) * | 1988-03-11 | 1989-04-18 | Minnesota Mining And Manufacturing Company | Process for providing polyamide materials with stain resistance with sulfonated novolak resin and polymethacrylic acd |
| US5223340A (en) * | 1989-04-20 | 1993-06-29 | Peach State Labs, Inc. | Stain resistant polyamide fibers |
| US5310828A (en) * | 1989-04-20 | 1994-05-10 | Peach State Labs, Inc. | Superior stain resistant compositions |
| US5074883A (en) * | 1989-12-11 | 1991-12-24 | Minnesota Mining And Manufacturing Company | Process for providing polyamide materials with stain resistance |
| DE4224456A1 (en) * | 1992-07-24 | 1994-01-27 | Basf Ag | Use of graft polymers for greasing and filling leather and fur skins |
| US5428117A (en) * | 1993-10-18 | 1995-06-27 | Interface, Inc. | Treatment for imparting stain resistance to polyamide substrates and resulting stain resistant materials |
| DE19625984C2 (en) * | 1996-06-28 | 1999-07-29 | Stockhausen Chem Fab Gmbh | Aqueous polymer dispersions, process for their preparation and their use in leather production |
| US6524492B2 (en) | 2000-12-28 | 2003-02-25 | Peach State Labs, Inc. | Composition and method for increasing water and oil repellency of textiles and carpet |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2205883A (en) * | 1938-06-16 | 1940-06-25 | Du Pont | Tanning |
| US2280310A (en) * | 1940-10-25 | 1942-04-21 | Socony Vacuum Oil Co Inc | Treatment of leather |
| US2452536A (en) * | 1944-07-25 | 1948-11-02 | Du Pont | Process for impregnating leather with sulfonated polymeric compositions |
| GB952557A (en) * | 1961-08-29 | 1964-03-18 | Degussa | Process for the treatment of leather |
| US3231420A (en) * | 1962-07-06 | 1966-01-25 | Rohm & Haas | Process for treating leather and leathers obtained |
| US3245832A (en) * | 1962-11-23 | 1966-04-12 | Armour & Co | Impregnation of leather with polymer dispersion by application of pressure |
-
1964
- 1964-12-08 US US416874A patent/US3408319A/en not_active Expired - Lifetime
-
1965
- 1965-11-19 DE DE1494858A patent/DE1494858C3/en not_active Expired
- 1965-11-25 BE BE672851D patent/BE672851A/xx unknown
- 1965-11-30 ES ES0320165A patent/ES320165A1/en not_active Expired
- 1965-11-30 NL NL656515574A patent/NL148069B/en unknown
- 1965-12-02 FI FI2915/65A patent/FI44484B/fi active
- 1965-12-02 GB GB51248/65A patent/GB1111868A/en not_active Expired
- 1965-12-04 NO NO65160776A patent/NO122765B/no unknown
- 1965-12-06 BR BR175485/65A patent/BR6575485D0/en unknown
- 1965-12-07 IL IL24749A patent/IL24749A/en unknown
- 1965-12-07 DK DK629765AA patent/DK111969B/en unknown
- 1965-12-08 SE SE15893/65A patent/SE317503B/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996015276A1 (en) * | 1994-11-15 | 1996-05-23 | Basf Aktiengesellschaft | Process for preparing leather and furs using polymer tanning agents |
Also Published As
| Publication number | Publication date |
|---|---|
| NL148069B (en) | 1975-12-15 |
| DE1494858C3 (en) | 1974-11-07 |
| DE1494858B2 (en) | 1974-03-28 |
| IL24749A (en) | 1969-05-28 |
| DE1494858A1 (en) | 1969-10-09 |
| BE672851A (en) | 1966-05-25 |
| FI44484B (en) | 1971-08-02 |
| ES320165A1 (en) | 1966-09-01 |
| SE317503B (en) | 1969-11-17 |
| NL6515574A (en) | 1966-06-09 |
| DK111969B (en) | 1968-10-28 |
| US3408319A (en) | 1968-10-29 |
| BR6575485D0 (en) | 1973-05-24 |
| NO122765B (en) | 1971-08-09 |
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