GB574739A - Treatment of linear polymers with formaldehyde or formaldehyde-liberating substance - Google Patents
Treatment of linear polymers with formaldehyde or formaldehyde-liberating substanceInfo
- Publication number
- GB574739A GB574739A GB607442A GB607442A GB574739A GB 574739 A GB574739 A GB 574739A GB 607442 A GB607442 A GB 607442A GB 607442 A GB607442 A GB 607442A GB 574739 A GB574739 A GB 574739A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formaldehyde
- naphthol
- heating
- dibromo
- dimethylolurea
- 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
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title abstract 7
- 229920000642 polymer Polymers 0.000 title abstract 4
- 239000000126 substance Substances 0.000 title abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 4
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 3
- 229920002866 paraformaldehyde Polymers 0.000 abstract 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229950011260 betanaphthol Drugs 0.000 abstract 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 abstract 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- QXSZNDIIPUOQMB-UHFFFAOYSA-N 1,1,2,2-tetrabromoethane Chemical compound BrC(Br)C(Br)Br QXSZNDIIPUOQMB-UHFFFAOYSA-N 0.000 abstract 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 abstract 1
- FXTTXOYMDFLEKM-UHFFFAOYSA-N 1,3-bis(butoxymethyl)urea Chemical compound CCCCOCNC(=O)NCOCCCC FXTTXOYMDFLEKM-UHFFFAOYSA-N 0.000 abstract 1
- XKALZGSIEJZJCZ-UHFFFAOYSA-N 1,3-bis(methoxymethyl)urea Chemical compound COCNC(=O)NCOC XKALZGSIEJZJCZ-UHFFFAOYSA-N 0.000 abstract 1
- FQJZPYXGPYJJIH-UHFFFAOYSA-N 1-bromonaphthalen-2-ol Chemical compound C1=CC=CC2=C(Br)C(O)=CC=C21 FQJZPYXGPYJJIH-UHFFFAOYSA-N 0.000 abstract 1
- OIWFZENWZGPLQZ-UHFFFAOYSA-N 2,2,2-trichloro-n,n-diethylacetamide Chemical compound CCN(CC)C(=O)C(Cl)(Cl)Cl OIWFZENWZGPLQZ-UHFFFAOYSA-N 0.000 abstract 1
- UPQQXPKAYZYUKO-UHFFFAOYSA-N 2,2,2-trichloroacetamide Chemical compound OC(=N)C(Cl)(Cl)Cl UPQQXPKAYZYUKO-UHFFFAOYSA-N 0.000 abstract 1
- IFEWMSGMDUQOFZ-UHFFFAOYSA-N 2,3,5-tribromobenzene-1,4-diol Chemical compound OC1=CC(Br)=C(O)C(Br)=C1Br IFEWMSGMDUQOFZ-UHFFFAOYSA-N 0.000 abstract 1
- ATGFZSOBDDZEEX-UHFFFAOYSA-N 2-chloro-3-hydroxypropanamide Chemical compound NC(=O)C(Cl)CO ATGFZSOBDDZEEX-UHFFFAOYSA-N 0.000 abstract 1
- YPFVPWQTXAOXBW-UHFFFAOYSA-N Br.Br.C=CC1=CC=CC=C1 Chemical compound Br.Br.C=CC1=CC=CC=C1 YPFVPWQTXAOXBW-UHFFFAOYSA-N 0.000 abstract 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- 229920002396 Polyurea Polymers 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 abstract 1
- YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 238000007792 addition Methods 0.000 abstract 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N alpha-naphthol Natural products C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-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
- 235000010338 boric acid Nutrition 0.000 abstract 1
- 235000015165 citric acid Nutrition 0.000 abstract 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 abstract 1
- 239000004312 hexamethylene tetramine Substances 0.000 abstract 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 abstract 1
- 229960004011 methenamine Drugs 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000003801 milling Methods 0.000 abstract 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 abstract 1
- 235000019796 monopotassium phosphate Nutrition 0.000 abstract 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 abstract 1
- 235000019799 monosodium phosphate Nutrition 0.000 abstract 1
- RBGJDWWIQLEBFF-UHFFFAOYSA-N n-(hydroxymethyl)-4-methylbenzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)NCO)C=C1 RBGJDWWIQLEBFF-UHFFFAOYSA-N 0.000 abstract 1
- JHOKTNSTUVKGJC-UHFFFAOYSA-N n-(hydroxymethyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCO JHOKTNSTUVKGJC-UHFFFAOYSA-N 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 abstract 1
- 229950005308 oxymethurea Drugs 0.000 abstract 1
- YKSMEBWOLIJQNM-UHFFFAOYSA-N phenyl 2,2,2-trichloroacetate Chemical compound ClC(Cl)(Cl)C(=O)OC1=CC=CC=C1 YKSMEBWOLIJQNM-UHFFFAOYSA-N 0.000 abstract 1
- 235000011007 phosphoric acid Nutrition 0.000 abstract 1
- 150000003016 phosphoric acids Chemical class 0.000 abstract 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 229920000515 polycarbonate Polymers 0.000 abstract 1
- 239000004417 polycarbonate Substances 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 abstract 1
- 125000001174 sulfone group Chemical group 0.000 abstract 1
- 235000015523 tannic acid Nutrition 0.000 abstract 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/83—Chemically modified polymers
- C08G18/84—Chemically modified polymers by aldehydes
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE462322D BE462322A (enrdf_load_stackoverflow) | 1942-05-06 | ||
| GB607442A GB574739A (en) | 1942-05-06 | 1942-05-06 | Treatment of linear polymers with formaldehyde or formaldehyde-liberating substance |
| FR916175D FR916175A (fr) | 1942-05-06 | 1945-10-23 | Traitement des polymères linéaires par la formaldéhyde |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB607442A GB574739A (en) | 1942-05-06 | 1942-05-06 | Treatment of linear polymers with formaldehyde or formaldehyde-liberating substance |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB574739A true GB574739A (en) | 1946-01-18 |
Family
ID=9807918
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB607442A Expired GB574739A (en) | 1942-05-06 | 1942-05-06 | Treatment of linear polymers with formaldehyde or formaldehyde-liberating substance |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE462322A (enrdf_load_stackoverflow) |
| FR (1) | FR916175A (enrdf_load_stackoverflow) |
| GB (1) | GB574739A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2709694A (en) * | 1952-10-07 | 1955-05-31 | Du Pont | Reaction of polyureas and formaldehyde and hydrolysis, and the products |
| US2884401A (en) * | 1954-04-09 | 1959-04-28 | Monsanto Chemicals | Rubbery material comprising certain cross-linked soft polythiourea high polymers and process of making same |
-
0
- BE BE462322D patent/BE462322A/xx unknown
-
1942
- 1942-05-06 GB GB607442A patent/GB574739A/en not_active Expired
-
1945
- 1945-10-23 FR FR916175D patent/FR916175A/fr not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2709694A (en) * | 1952-10-07 | 1955-05-31 | Du Pont | Reaction of polyureas and formaldehyde and hydrolysis, and the products |
| US2884401A (en) * | 1954-04-09 | 1959-04-28 | Monsanto Chemicals | Rubbery material comprising certain cross-linked soft polythiourea high polymers and process of making same |
Also Published As
| Publication number | Publication date |
|---|---|
| FR916175A (fr) | 1946-11-28 |
| BE462322A (enrdf_load_stackoverflow) |
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