DE2113096A1 - Wasserloesliche synthetische Gerbstoffe - Google Patents
Wasserloesliche synthetische GerbstoffeInfo
- Publication number
- DE2113096A1 DE2113096A1 DE19712113096 DE2113096A DE2113096A1 DE 2113096 A1 DE2113096 A1 DE 2113096A1 DE 19712113096 DE19712113096 DE 19712113096 DE 2113096 A DE2113096 A DE 2113096A DE 2113096 A1 DE2113096 A1 DE 2113096A1
- Authority
- DE
- Germany
- Prior art keywords
- parts
- formaldehyde
- hours
- water
- tanning
- 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
- 239000003795 chemical substances by application Substances 0.000 title claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title description 25
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 126
- 239000007859 condensation product Substances 0.000 claims description 22
- 229920001864 tannin Polymers 0.000 claims description 19
- 239000001648 tannin Substances 0.000 claims description 19
- 235000018553 tannin Nutrition 0.000 claims description 18
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 16
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 14
- 239000004202 carbamide Substances 0.000 claims description 14
- -1 aromatic hydroxy compounds Chemical class 0.000 claims description 10
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 150000001447 alkali salts Chemical class 0.000 claims description 3
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000000243 solution Substances 0.000 description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 19
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 18
- 239000007864 aqueous solution Substances 0.000 description 12
- 239000000843 powder Substances 0.000 description 11
- 239000007921 spray Substances 0.000 description 10
- 229910021529 ammonia Inorganic materials 0.000 description 9
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 9
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 7
- 150000002989 phenols Chemical class 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 6
- 235000011121 sodium hydroxide Nutrition 0.000 description 6
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000011987 methylation Effects 0.000 description 3
- 238000007069 methylation reaction Methods 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000004780 naphthols Chemical class 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000004552 water soluble powder Substances 0.000 description 2
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 1
- DGXAGETVRDOQFP-UHFFFAOYSA-N 2,6-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(O)=C1C=O DGXAGETVRDOQFP-UHFFFAOYSA-N 0.000 description 1
- IULJSGIJJZZUMF-UHFFFAOYSA-N 2-hydroxybenzenesulfonic acid Chemical compound OC1=CC=CC=C1S(O)(=O)=O IULJSGIJJZZUMF-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- VZKBTPHGJASWLS-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid;urea Chemical compound O=C.NC(N)=O.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 VZKBTPHGJASWLS-UHFFFAOYSA-N 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical class IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 235000015149 toffees Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 150000003739 xylenols Chemical class 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
- C14C3/18—Chemical tanning by organic agents using polycondensation products or precursors 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
- C14C3/08—Chemical tanning by organic agents
- C14C3/18—Chemical tanning by organic agents using polycondensation products or precursors thereof
- C14C3/20—Chemical tanning by organic agents using polycondensation products or precursors thereof sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712113096 DE2113096A1 (de) | 1971-03-18 | 1971-03-18 | Wasserloesliche synthetische Gerbstoffe |
| CH226772A CH562321A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1971-03-18 | 1972-02-17 | |
| IT48714/72A IT952062B (it) | 1971-03-18 | 1972-03-02 | Sostanze da concia sintetiche solu bili in acqua |
| US05/233,755 US3973904A (en) | 1971-03-18 | 1972-03-10 | Water-soluble synthetic tanning agents |
| FR7209173A FR2129711A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1971-03-18 | 1972-03-16 | |
| GB1255172A GB1380974A (en) | 1971-03-18 | 1972-03-17 | Water-soluble synthetic tanning agents |
| BE780856A BE780856A (fr) | 1971-03-18 | 1972-03-17 | Tannins synthetiques solubles dans l'eau |
| BR1569/72A BR7201569D0 (pt) | 1971-03-18 | 1972-03-17 | Processo para fabricar tanantes sinteticos hidrossoluveis processo para fabricar tanantes sinteticos hidrossoluveis |
| ES400920A ES400920A1 (es) | 1971-03-18 | 1972-03-18 | Procedimiento para la obtencion de curtientes sinteticos hidrosolubles. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712113096 DE2113096A1 (de) | 1971-03-18 | 1971-03-18 | Wasserloesliche synthetische Gerbstoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2113096A1 true DE2113096A1 (de) | 1972-09-21 |
Family
ID=5801960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712113096 Pending DE2113096A1 (de) | 1971-03-18 | 1971-03-18 | Wasserloesliche synthetische Gerbstoffe |
Country Status (9)
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4074968A (en) * | 1976-04-15 | 1978-02-21 | Diamond Shamrock Corporation | Retanning and fatliquoring agent |
| CH603796A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1976-04-22 | 1978-08-31 | Ciba Geigy Ag | |
| DE2834121C2 (de) * | 1978-08-03 | 1980-08-21 | Bayer Ag, 5090 Leverkusen | Kondensationsprodukte aus Terphenylsulfonsäuren, Naphthalinsulfonsäuren, Bis-(4-hydroxyphenyl)-sulfon und Formaldehyd |
| US5041630A (en) * | 1989-01-23 | 1991-08-20 | Phillips Petroleum Company | Well cement slurries and dispersants therefor |
| US4923516A (en) * | 1989-01-23 | 1990-05-08 | Phillips Petroleum Company | Well cement slurries and dispersants therefor |
| GB2235461A (en) * | 1989-08-23 | 1991-03-06 | Boer Es Cipoeipari Kutato Fejl | Process for making synthetic tanning agent and for tanning leather |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA870503A (en) * | 1971-05-11 | A. Lipowski Stanley | Synthetic tanning agents for producing shrunken grain leather | |
| US2829122A (en) * | 1952-06-10 | 1958-04-01 | Bayer Ag | Condensation products of sulfonic acid, aliphatic aldehyde and o-chloro-phenol and prcess of preparation |
| DE1142173B (de) * | 1959-12-15 | 1963-01-10 | Basf Ag | Verfahren zur Herstellung lichtechter Kondensationsprodukte aus Phenolsulfonsaeuren, Phenolen, Harnstoff und Formaldehyd |
| DE1178081B (de) * | 1960-12-13 | 1964-09-17 | Basf Ag | Verfahren zur Herstellung lichtechter Konden-sationsprodukte durch Umsetzung sulfonierter Phenole, die frei von kondensierten Ring- systemen sind, mit Harnstoff und Formaldehyd |
| US3512918A (en) * | 1965-07-02 | 1970-05-19 | Basf Ag | Tanning process |
| US3477801A (en) * | 1966-09-20 | 1969-11-11 | Diamond Shamrock Corp | Water soluble synthetic tanning agent for producing shrunken grain leather |
| US3423452A (en) * | 1966-09-20 | 1969-01-21 | Diamond Shamrock Corp | Synthetic tanning agents for producing shrunken grain leather |
| DE1935006A1 (de) * | 1969-07-10 | 1971-01-14 | Basf Ag | Verfahren zur Herstellung gerbend wirkender Kondensationsprodukte |
| US3617186A (en) * | 1970-01-08 | 1971-11-02 | Us Agriculture | Tanning with tris(hydroxymethyl)nitromethane and a polyhydric phenol |
-
1971
- 1971-03-18 DE DE19712113096 patent/DE2113096A1/de active Pending
-
1972
- 1972-02-17 CH CH226772A patent/CH562321A5/xx not_active IP Right Cessation
- 1972-03-02 IT IT48714/72A patent/IT952062B/it active
- 1972-03-10 US US05/233,755 patent/US3973904A/en not_active Expired - Lifetime
- 1972-03-16 FR FR7209173A patent/FR2129711A5/fr not_active Expired
- 1972-03-17 BR BR1569/72A patent/BR7201569D0/pt unknown
- 1972-03-17 GB GB1255172A patent/GB1380974A/en not_active Expired
- 1972-03-17 BE BE780856A patent/BE780856A/xx unknown
- 1972-03-18 ES ES400920A patent/ES400920A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2129711A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-10-27 |
| US3973904A (en) | 1976-08-10 |
| GB1380974A (en) | 1975-01-22 |
| BE780856A (fr) | 1972-09-18 |
| CH562321A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-05-30 |
| ES400920A1 (es) | 1975-02-16 |
| BR7201569D0 (pt) | 1974-12-31 |
| IT952062B (it) | 1973-07-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |