DE2127959A1 - Bruchfestes Leder und Verfahren zu seiner Herstellung - Google Patents
Bruchfestes Leder und Verfahren zu seiner HerstellungInfo
- Publication number
- DE2127959A1 DE2127959A1 DE19712127959 DE2127959A DE2127959A1 DE 2127959 A1 DE2127959 A1 DE 2127959A1 DE 19712127959 DE19712127959 DE 19712127959 DE 2127959 A DE2127959 A DE 2127959A DE 2127959 A1 DE2127959 A1 DE 2127959A1
- Authority
- DE
- Germany
- Prior art keywords
- mol
- monomer
- acid
- monomers
- leather
- 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
- 239000010985 leather Substances 0.000 title claims description 54
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 239000000178 monomer Substances 0.000 claims description 58
- 229920000642 polymer Polymers 0.000 claims description 41
- 239000011347 resin Substances 0.000 claims description 35
- 229920005989 resin Polymers 0.000 claims description 35
- 239000002253 acid Substances 0.000 claims description 18
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 17
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 15
- 239000011707 mineral Substances 0.000 claims description 15
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 12
- 230000007935 neutral effect Effects 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 6
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 6
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 5
- -1 Methacryloxy quaternary ammonium compounds Chemical class 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical group CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 4
- MUWOTPLDXQSGQZ-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)propanoic acid Chemical compound OC(=O)C(C)OC(=O)C(C)=C MUWOTPLDXQSGQZ-UHFFFAOYSA-N 0.000 claims description 3
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical class C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 3
- 239000000126 substance Substances 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- NBZANZVJRKXVBH-GYDPHNCVSA-N alpha-Cryptoxanthin Natural products O[C@H]1CC(C)(C)C(/C=C/C(=C\C=C\C(=C/C=C/C=C(\C=C\C=C(/C=C/[C@H]2C(C)=CCCC2(C)C)\C)/C)\C)/C)=C(C)C1 NBZANZVJRKXVBH-GYDPHNCVSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 19
- 239000000975 dye Substances 0.000 description 17
- 239000007787 solid Substances 0.000 description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- 230000002378 acidificating effect Effects 0.000 description 13
- 235000010755 mineral Nutrition 0.000 description 12
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 6
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 6
- 239000013068 control sample Substances 0.000 description 6
- 238000004043 dyeing Methods 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- XEBWQGVWTUSTLN-UHFFFAOYSA-M phenylmercury acetate Chemical compound CC(=O)O[Hg]C1=CC=CC=C1 XEBWQGVWTUSTLN-UHFFFAOYSA-M 0.000 description 5
- 229920000774 poly(2-methoxyaniline-5-sulfonic acid) polymer Polymers 0.000 description 5
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- JCRDPEHHTDKTGB-UHFFFAOYSA-N dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound Cl.CN(C)CCOC(=O)C(C)=C JCRDPEHHTDKTGB-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 229920001864 tannin Polymers 0.000 description 3
- 239000001648 tannin Substances 0.000 description 3
- 235000018553 tannin Nutrition 0.000 description 3
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 2
- 239000007993 MOPS buffer Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000001844 chromium Chemical class 0.000 description 2
- 235000019646 color tone Nutrition 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- GNWBLLYJQXKPIP-ZOGIJGBBSA-N (1s,3as,3bs,5ar,9ar,9bs,11as)-n,n-diethyl-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydro-1h-indeno[5,4-f]quinoline-1-carboxamide Chemical compound CN([C@@H]1CC2)C(=O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)N(CC)CC)[C@@]2(C)CC1 GNWBLLYJQXKPIP-ZOGIJGBBSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- QLIBJPGWWSHWBF-UHFFFAOYSA-N 2-aminoethyl methacrylate Chemical compound CC(=C)C(=O)OCCN QLIBJPGWWSHWBF-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- LOPVAWVHGAWUPS-UHFFFAOYSA-M [2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]-trimethylazanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC(O)C[N+](C)(C)C LOPVAWVHGAWUPS-UHFFFAOYSA-M 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000011696 chromium(III) sulphate Substances 0.000 description 1
- 235000015217 chromium(III) sulphate Nutrition 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- ZXAUZSQITFJWPS-UHFFFAOYSA-J zirconium(4+);disulfate Chemical compound [Zr+4].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZXAUZSQITFJWPS-UHFFFAOYSA-J 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
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
-
- 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
- C08F20/00—Homopolymers and 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
- C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
-
- 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
- C14C3/28—Multi-step processes
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4488070A | 1970-06-09 | 1970-06-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2127959A1 true DE2127959A1 (de) | 1971-12-16 |
Family
ID=21934835
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712127959 Pending DE2127959A1 (de) | 1970-06-09 | 1971-06-05 | Bruchfestes Leder und Verfahren zu seiner Herstellung |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3744969A (enExample) |
| AU (1) | AU2978871A (enExample) |
| DE (1) | DE2127959A1 (enExample) |
| ES (1) | ES419213A1 (enExample) |
| FR (1) | FR2096090A5 (enExample) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2930342A1 (de) * | 1979-07-26 | 1981-02-19 | Roehm Gmbh | Verbessertes verfahren zur herstellung von leder |
| EP0061420A1 (de) * | 1981-03-06 | 1982-09-29 | Ciba-Geigy Ag | Verfahren zum Nachgerben von Leder mit Oligomeren auf Acrylbasis |
| EP0077495A1 (de) * | 1981-10-20 | 1983-04-27 | BASF Aktiengesellschaft | Polymergerbstoff und Verfahren zum Nachgerben |
| EP0084134A3 (en) * | 1982-01-16 | 1983-08-03 | Basf Aktiengesellschaft | Retanning process |
| EP0158077A1 (de) * | 1984-02-25 | 1985-10-16 | Benckiser-Knapsack GmbH | Verfahren zum Nachgerben von mineralgegerbtem Leder |
| DE3702153A1 (de) * | 1987-01-26 | 1988-08-04 | Stockhausen Chem Fab Gmbh | Verfahren zum nachgerben |
| DE4227974A1 (de) * | 1992-08-26 | 1994-03-03 | Stockhausen Chem Fab Gmbh | Alkoxygruppenhaltige Copolymerisate und ihre Verwendung zum Nachgerben von Leder |
| EP0795613A1 (en) * | 1996-03-11 | 1997-09-17 | Rohm And Haas Company | Method of treating leather with amphoteric polymers |
| DE10027391A1 (de) * | 2000-06-02 | 2002-02-21 | Wella Ag | Oligomere und Polymere aus Crotonbetain oder Crotonbetainderivaten |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50136315A (enExample) * | 1974-04-17 | 1975-10-29 | ||
| DE3013912A1 (de) * | 1980-04-11 | 1981-10-29 | Röhm GmbH, 6100 Darmstadt | Polymerprodukte zur behandlung von bloessen und leder |
| DE4244006A1 (de) * | 1992-12-24 | 1994-06-30 | Bayer Ag | Kationische Pigmentbindemittel |
| US5820633A (en) * | 1996-09-20 | 1998-10-13 | Lesko; Patricia Marie | Method of treating leather with improved retaining agents |
| KR102407460B1 (ko) | 2015-12-18 | 2022-06-13 | 롬 앤드 하아스 컴패니 | 크롬-무함유 가죽원단 재무두질 |
| ES2930450T3 (es) | 2016-06-13 | 2022-12-13 | Tfl Ledertechnik Gmbh | Proceso para el precurtido o recurtido de cuero usando carboximetilcelulosa y sus sales |
| JP2023553010A (ja) | 2020-12-03 | 2023-12-20 | バテル・メモリアル・インスティテュート | 非ウイルス性送達のためのポリマーナノ粒子およびdnaナノ構造組成物ならびに方法 |
| EP4320233A4 (en) | 2021-04-07 | 2025-08-13 | Battelle Memorial Institute | RAPID DESIGN, BUILD, TEST, AND LEARNING TECHNOLOGIES TO IDENTIFY AND USE NON-VIRAL VECTORS |
| WO2025072751A1 (en) | 2023-09-29 | 2025-04-03 | Battelle Memorial Institute | Polymer nanoparticle compositions for in vivo expression of polypeptides |
| WO2025122954A1 (en) | 2023-12-08 | 2025-06-12 | Battelle Memorial Institute | Use of dna origami nanostructures for molecular information based data storage systems |
-
1970
- 1970-06-09 US US00044880A patent/US3744969A/en not_active Expired - Lifetime
-
1971
- 1971-06-05 DE DE19712127959 patent/DE2127959A1/de active Pending
- 1971-06-07 AU AU29788/71A patent/AU2978871A/en not_active Expired
- 1971-06-08 FR FR7120799A patent/FR2096090A5/fr not_active Expired
-
1973
- 1973-09-29 ES ES419213A patent/ES419213A1/es not_active Expired
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2930342A1 (de) * | 1979-07-26 | 1981-02-19 | Roehm Gmbh | Verbessertes verfahren zur herstellung von leder |
| EP0061420A1 (de) * | 1981-03-06 | 1982-09-29 | Ciba-Geigy Ag | Verfahren zum Nachgerben von Leder mit Oligomeren auf Acrylbasis |
| EP0077495A1 (de) * | 1981-10-20 | 1983-04-27 | BASF Aktiengesellschaft | Polymergerbstoff und Verfahren zum Nachgerben |
| EP0084134A3 (en) * | 1982-01-16 | 1983-08-03 | Basf Aktiengesellschaft | Retanning process |
| EP0158077A1 (de) * | 1984-02-25 | 1985-10-16 | Benckiser-Knapsack GmbH | Verfahren zum Nachgerben von mineralgegerbtem Leder |
| US4750906A (en) * | 1984-02-25 | 1988-06-14 | Benckiser-Knapsack Gmbh | Process for the retanning of mineral tanned leather |
| DE3702153A1 (de) * | 1987-01-26 | 1988-08-04 | Stockhausen Chem Fab Gmbh | Verfahren zum nachgerben |
| EP0278267A1 (de) * | 1987-01-26 | 1988-08-17 | Chemische Fabrik Stockhausen GmbH | Verfahren zum Nachgerben |
| DE4227974A1 (de) * | 1992-08-26 | 1994-03-03 | Stockhausen Chem Fab Gmbh | Alkoxygruppenhaltige Copolymerisate und ihre Verwendung zum Nachgerben von Leder |
| EP0795613A1 (en) * | 1996-03-11 | 1997-09-17 | Rohm And Haas Company | Method of treating leather with amphoteric polymers |
| DE10027391A1 (de) * | 2000-06-02 | 2002-02-21 | Wella Ag | Oligomere und Polymere aus Crotonbetain oder Crotonbetainderivaten |
| DE10027391B4 (de) * | 2000-06-02 | 2006-05-04 | Wella Ag | Oligomere und Polymere aus Crotonbetain oder Crotonbetainderivaten |
Also Published As
| Publication number | Publication date |
|---|---|
| ES419213A1 (es) | 1976-06-16 |
| US3744969A (en) | 1973-07-10 |
| FR2096090A5 (enExample) | 1972-02-11 |
| AU2978871A (en) | 1972-12-14 |
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