GB812126A - Improvements in or relating to the production of polymeric substances containing inorganic matter - Google Patents
Improvements in or relating to the production of polymeric substances containing inorganic matterInfo
- Publication number
- GB812126A GB812126A GB2062054A GB2062054A GB812126A GB 812126 A GB812126 A GB 812126A GB 2062054 A GB2062054 A GB 2062054A GB 2062054 A GB2062054 A GB 2062054A GB 812126 A GB812126 A GB 812126A
- Authority
- GB
- United Kingdom
- Prior art keywords
- products
- polyhydroxy
- reaction
- aromatic compound
- compound
- 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
- 239000000126 substance Substances 0.000 title 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 4
- IKHGUXGNUITLKF-UHFFFAOYSA-N acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 3
- 150000001491 aromatic compounds Chemical class 0.000 abstract 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N benzohydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- YCIMNLLNPGFGHC-UHFFFAOYSA-N Catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 abstract 2
- QCDYQQDYXPDABM-UHFFFAOYSA-N Phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 abstract 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O 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
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-Tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 abstract 1
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-Trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 abstract 1
- JYVLIDXNZAXMDK-UHFFFAOYSA-N 2-Pentanol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 abstract 1
- CNHDIAIOKMXOLK-UHFFFAOYSA-N 2-methylbenzene-1,4-diol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N Boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 abstract 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N Hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005956 Metaldehyde Substances 0.000 abstract 1
- 229960004011 Methenamine Drugs 0.000 abstract 1
- 229960001553 Phloroglucinol Drugs 0.000 abstract 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N Phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 abstract 1
- WQGWDDDVZFFDIG-UHFFFAOYSA-N Pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 abstract 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 abstract 1
- 238000005296 abrasive Methods 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive Effects 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000010425 asbestos Substances 0.000 abstract 1
- JMXMXKRNIYCNRV-UHFFFAOYSA-N bis(hydroxymethyl)phosphanylmethanol Chemical compound OCP(CO)CO JMXMXKRNIYCNRV-UHFFFAOYSA-N 0.000 abstract 1
- 239000004327 boric acid Substances 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 150000001804 chlorine Chemical class 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 239000008199 coating composition Substances 0.000 abstract 1
- -1 di-o-cresylolpropane Chemical compound 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 238000004079 fireproofing Methods 0.000 abstract 1
- 239000010439 graphite Substances 0.000 abstract 1
- 229910002804 graphite Inorganic materials 0.000 abstract 1
- 239000004312 hexamethylene tetramine Substances 0.000 abstract 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 239000010445 mica Substances 0.000 abstract 1
- 229910052618 mica group Inorganic materials 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229910052895 riebeckite Inorganic materials 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- AKXUUJCMWZFYMV-UHFFFAOYSA-M tetrakis(hydroxymethyl)phosphanium;chloride Chemical compound [Cl-].OC[P+](CO)(CO)CO AKXUUJCMWZFYMV-UHFFFAOYSA-M 0.000 abstract 1
- KQBSGRWMSNFIPG-UHFFFAOYSA-N trioxane Chemical compound C1COOOC1 KQBSGRWMSNFIPG-UHFFFAOYSA-N 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
Abstract
Modified polyphosphonitrides are obtained by heating a polyphosphonitrilic chloride with a polyhydroxy aromatic compound under anhydrous conditions. The aromatic compound may be a partial ester with boric acid, with an inorganic phosphoric acid or a polyfunctional chlorine derivative thereof, or with phosphorus trichloride, which partial ester contains free phenolic hydroxy groups and which may be formed in situ. The preferred polyphosphonitrilic chlorides are of low molecular weight and are crystalline or liquid. If they are reacted with more than 75 per cent of a dihydroxy benzene or equivalent of other polyhydroxy benzene, the reaction is preferably not taken to completion, and the products are reactive with an aldehyde such as formaldehyde, acetaldehyde, metaldehyde, furfaraldehyde and paraformaldehyde, and with hexamethylenetetramine, trishydroxymethyl phosphine oxide, tetrakis-hydroxymethyl phosphonium chloride and trioxane, to give hard or rubbery cured resins. With less than 75 per cent of dihydroxy compound, the reaction may be taken to completion yielding products which are not reactive to aldehydes. A portion of the polyhydroxy compound may be replaced by a monohydroxy aromatic compound. Examples of polyhydroxy compounds are hydroquinone, resorcinol, toluhydroquinone, diphenylolpropane, phloroglucinol, pyrogallic acid, di-o-cresylolpropane, catechol and commercial mixed dihydric phenols. The reaction may be effected by heating the reactants alone or in a solvent such as tetrachloroethane, methyl ethyl ketone, xylene and butanol. The products may be mixed with fillers, e.g. asbestos fibres, alumina, powdered graphite, powdered mica and silica, to give moulding compositions, or dissolved in solvents, e.g. ethanol or methyl ethyl ketone, to which tricresyl phosphate may be added, and applied as coating compositions for metals. The products may also be used in laminates, abrasive elements, adhesives and impregnating compositions and for fireproofing. Specifications 788,785 and 807,851 are referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK232455A DK107904C (en) | 1954-07-14 | 1955-07-13 | Process for the preparation of thermosetting or thermoset phenolic resins high in phosphorus and nitrogen. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB812126A true GB812126A (en) | 1959-04-22 |
Family
ID=1735581
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2062054A Expired GB812126A (en) | 1954-07-14 | 1954-07-14 | Improvements in or relating to the production of polymeric substances containing inorganic matter |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB812126A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3194787A (en) * | 1960-01-28 | 1965-07-13 | Walker Chemical Company Ltd | Process for the production of phosphonitrilic polymers |
| US3382211A (en) * | 1964-03-03 | 1968-05-07 | Armstrong Cork Co | Hexaphenyldichlorotetraphosphonitrile-diphenol polymers |
| DE1545180B1 (en) * | 1961-01-27 | 1970-07-02 | Walker Chemical Co Ltd | Process for the production of phosphorus and nitrogen-containing polymers |
| US4182836A (en) * | 1978-09-08 | 1980-01-08 | The Firestone Tire & Rubber Company | Polyphosphazene copolymers containing substituents from alkylphosphite |
| CN110903448A (en) * | 2019-09-04 | 2020-03-24 | 嘉兴学院 | Preparation method of cardanol modified rosin pyrogallic acid phenolic resin for printing ink |
-
1954
- 1954-07-14 GB GB2062054A patent/GB812126A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3194787A (en) * | 1960-01-28 | 1965-07-13 | Walker Chemical Company Ltd | Process for the production of phosphonitrilic polymers |
| DE1545180B1 (en) * | 1961-01-27 | 1970-07-02 | Walker Chemical Co Ltd | Process for the production of phosphorus and nitrogen-containing polymers |
| US3382211A (en) * | 1964-03-03 | 1968-05-07 | Armstrong Cork Co | Hexaphenyldichlorotetraphosphonitrile-diphenol polymers |
| US4182836A (en) * | 1978-09-08 | 1980-01-08 | The Firestone Tire & Rubber Company | Polyphosphazene copolymers containing substituents from alkylphosphite |
| CN110903448A (en) * | 2019-09-04 | 2020-03-24 | 嘉兴学院 | Preparation method of cardanol modified rosin pyrogallic acid phenolic resin for printing ink |
| CN110903448B (en) * | 2019-09-04 | 2023-06-09 | 嘉兴学院 | Preparation method of cardanol modified rosin pyrogallic acid phenolic resin for ink |
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