GB703408A - Improvements in or relating to a process of making synthetic resins and the productsresulting therefrom - Google Patents
Improvements in or relating to a process of making synthetic resins and the productsresulting therefromInfo
- Publication number
- GB703408A GB703408A GB25486/50A GB2548650A GB703408A GB 703408 A GB703408 A GB 703408A GB 25486/50 A GB25486/50 A GB 25486/50A GB 2548650 A GB2548650 A GB 2548650A GB 703408 A GB703408 A GB 703408A
- Authority
- GB
- United Kingdom
- Prior art keywords
- caustic soda
- mixture
- added
- acid
- etherifying
- 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
- 229920003002 synthetic resin Polymers 0.000 title abstract 2
- 239000000057 synthetic resin Substances 0.000 title abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 9
- 239000000203 mixture Substances 0.000 abstract 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 235000017343 Quebracho blanco Nutrition 0.000 abstract 2
- 241000065615 Schinopsis balansae Species 0.000 abstract 2
- -1 aralkyl halide Chemical class 0.000 abstract 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 abstract 2
- 229940073608 benzyl chloride Drugs 0.000 abstract 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- 240000002044 Rhizophora apiculata Species 0.000 abstract 1
- 241000381592 Senegalia polyacantha Species 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- 239000002609 medium Substances 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- 239000000123 paper Substances 0.000 abstract 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 abstract 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 210000000051 wattle Anatomy 0.000 abstract 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
- C08G8/36—Chemically modified polycondensates by etherifying
-
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/18—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with phenols substituted by carboxylic or sulfonic acid groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
Abstract
A synthetic resin is made by etherifying at least one phenolic hydroxyl group of a natural catechol tanning agent with mono-chloro or -bromo-acetic or propionic acid, by reaction in an alkaline medium with not more than 2 mols. of the acid per mol of the tanning agent, condensing the product thus formed with formaldehyde, and thereafter etherifying at least one of the remaining phenolic hydroxyl groups by reaction with an aralkyl halide in an alkaline aqueous medium. The natural tanning agents specified are quebracho extract, wattle, cutch and mangrove. Benzyl chloride is the preferred aralkyl chloride. In the example monochloracetic acid is added to a cooled mixture of quebracho extract and aqueous caustic soda followed by heating of the mix to 90-95 DEG C. for 1/2 hour. To this solution, after cooling, is added further caustic soda and aqueous formaldehyde, the mixture being heated, but cooled again for the addition of benzyl chloride and thereafter heated. A solution of caustic soda and sodium hydrosulphite is added to the mixture and the whole mass, while still hot, is poured into trays and solidified. The free resin may be obtained by acidification with, e.g. hydrochloric or sulphuric acid. The resins, which are soluble in alkalis and solvents such as benzene, toluene, methanol, ethanol and propanol, may be used for making compositions for coating, e.g. leather, cloth and paper, as disclosed in Specification 703,409. Specification 703,407 also is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US703408XA | 1950-07-14 | 1950-07-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB703408A true GB703408A (en) | 1954-02-03 |
Family
ID=22094695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25486/50A Expired GB703408A (en) | 1950-07-14 | 1950-10-19 | Improvements in or relating to a process of making synthetic resins and the productsresulting therefrom |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB703408A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997002216A1 (en) * | 1995-07-06 | 1997-01-23 | Betzdearborn Inc. | Treatment of aqueous systems using a chemically modified tannin |
-
1950
- 1950-10-19 GB GB25486/50A patent/GB703408A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997002216A1 (en) * | 1995-07-06 | 1997-01-23 | Betzdearborn Inc. | Treatment of aqueous systems using a chemically modified tannin |
| US5830315A (en) * | 1995-07-06 | 1998-11-03 | Betzdearborn Inc. | Treatment of Aqueous systems using a chemically modified tannin |
| US5843337A (en) * | 1995-07-06 | 1998-12-01 | Betzdearborn Inc. | Treatment of aqueous systems using a chemically modified tannin |
| US5977287A (en) * | 1995-07-06 | 1999-11-02 | Betzdearborn Inc. | Treatment of aqueous systems using a chemically modified tannin |
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