GB631109A - Improvements in or relating to method of making an artificial thermosetting resin and the improved resin resulting therefrom - Google Patents
Improvements in or relating to method of making an artificial thermosetting resin and the improved resin resulting therefromInfo
- Publication number
- GB631109A GB631109A GB19878/46A GB1987846A GB631109A GB 631109 A GB631109 A GB 631109A GB 19878/46 A GB19878/46 A GB 19878/46A GB 1987846 A GB1987846 A GB 1987846A GB 631109 A GB631109 A GB 631109A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenol
- furfuryl alcohol
- catalyzed
- acid
- aldehyde
- 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
- 229920005989 resin Polymers 0.000 title abstract 3
- 239000011347 resin Substances 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 229920001187 thermosetting polymer Polymers 0.000 title 1
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 abstract 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 9
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 abstract 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 abstract 3
- 239000004312 hexamethylene tetramine Substances 0.000 abstract 3
- 235000010299 hexamethylene tetramine Nutrition 0.000 abstract 3
- 229960004011 methenamine Drugs 0.000 abstract 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 229920001568 phenolic resin Polymers 0.000 abstract 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 abstract 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- -1 aliphatic aldehyde Chemical class 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000001110 calcium chloride Substances 0.000 abstract 1
- 229910001628 calcium chloride Inorganic materials 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 229930003836 cresol Natural products 0.000 abstract 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 abstract 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 1
- 238000010030 laminating Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 235000011007 phosphoric acid Nutrition 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 229920003002 synthetic resin Polymers 0.000 abstract 1
- 239000000057 synthetic resin Substances 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002966 varnish Substances 0.000 abstract 1
- 150000003739 xylenols Chemical class 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
- C08G16/00—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
- C08G16/02—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
- C08G16/025—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with heterocyclic organic compounds
- C08G16/0256—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with heterocyclic organic compounds containing oxygen in the ring
- C08G16/0262—Furfuryl alcohol
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Laminated Bodies (AREA)
Abstract
Alkali-resistant synthetic resins are prepared by heating a fusible, soluble alkali-catalyzed phenol-aldehyde condensation product with furfuryl alcohol or partially resinified furfuryl alcohol. The phenol-aldehyde condensate may be in the A or B stage, prepared by reacting phenol, cresol, xylenol or resorcinol or a mixture of mononuclear phenols, but preferably phenol, with an aliphatic aldehyde such as acetaldehyde, propionaldehyde, butyraldehyde or crotonaldehyde, but preferably formaldehyde, with an alkaline catalyst such as hexamethylene tetramine or sodium hydroxide. The furfuryl alcohol may be partially resinified by heat alone or by the acid of a catalyst such as phosphoric acid, sulphuric acid, oxalic acid, p-toluene sulphonic acid, calcium chloride, ferric chloride, iodine or boron trifluoride. In the examples resins are prepared by heating: (1) spirit-soluble, ammonia-catalyzed liquid phenol-form-aldehyde resin, furfuryl alcohol and hexamethylene tetramine; (2) water-soluble, sodium hydroxide - catalyzed, phenol - formaldehyde resin, furfuryl alcohol and hexamethylene tetramine; (3) furfuryl alcohol or partially resinified furfuryl alcohol is reacted with sodium hydroxide catalyzed phenol - formaldehyde resins. The products form good varnishes and may be used for laminating paper. Specification 587,350 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US631109XA | 1945-07-09 | 1945-07-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB631109A true GB631109A (en) | 1949-10-27 |
Family
ID=22046997
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB19878/46A Expired GB631109A (en) | 1945-07-09 | 1946-07-03 | Improvements in or relating to method of making an artificial thermosetting resin and the improved resin resulting therefrom |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB631109A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3057026A (en) * | 1959-04-02 | 1962-10-09 | Gen Motors Corp | Foundry process and molding mixture |
| US3059297A (en) * | 1959-11-12 | 1962-10-23 | Gen Motors Corp | Foundry molds and cores and process for making same |
| US8399597B2 (en) | 2007-09-21 | 2013-03-19 | Saint-Gobain Abrasives, Inc. | Phenolic resin formulation and coatings for abrasive products |
-
1946
- 1946-07-03 GB GB19878/46A patent/GB631109A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3057026A (en) * | 1959-04-02 | 1962-10-09 | Gen Motors Corp | Foundry process and molding mixture |
| US3059297A (en) * | 1959-11-12 | 1962-10-23 | Gen Motors Corp | Foundry molds and cores and process for making same |
| US8399597B2 (en) | 2007-09-21 | 2013-03-19 | Saint-Gobain Abrasives, Inc. | Phenolic resin formulation and coatings for abrasive products |
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