DE1083048B - Verfahren zum Stabilisieren von Polymeren des Formaldehyds - Google Patents
Verfahren zum Stabilisieren von Polymeren des FormaldehydsInfo
- Publication number
- DE1083048B DE1083048B DEF27144A DEF0027144A DE1083048B DE 1083048 B DE1083048 B DE 1083048B DE F27144 A DEF27144 A DE F27144A DE F0027144 A DEF0027144 A DE F0027144A DE 1083048 B DE1083048 B DE 1083048B
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- amides
- polymers
- polyformaldehyde
- acid amide
- 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
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims description 42
- 229920000642 polymer Polymers 0.000 title claims description 13
- 230000000087 stabilizing effect Effects 0.000 title claims description 10
- 238000000034 method Methods 0.000 title claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 150000001408 amides Chemical class 0.000 claims description 10
- 229920006324 polyoxymethylene Polymers 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims 1
- -1 aromatic sulfonic acids Chemical class 0.000 description 5
- BWMXHKIHPFDRHC-UHFFFAOYSA-N 5-sulfamoylnaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)N)=CC=CC2=C1S(O)(=O)=O BWMXHKIHPFDRHC-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WOQSYHLQAFZGOB-UHFFFAOYSA-N C1=C(C=CC2=CC(=CC=C12)S(=O)(=O)O)S(=O)(=O)N Chemical compound C1=C(C=CC2=CC(=CC=C12)S(=O)(=O)O)S(=O)(=O)N WOQSYHLQAFZGOB-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 208000016261 weight loss Diseases 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- JEUPYYVSBPSDCH-UHFFFAOYSA-N 2,4,5-trimethylbenzenesulfonamide Chemical compound CC1=CC(C)=C(S(N)(=O)=O)C=C1C JEUPYYVSBPSDCH-UHFFFAOYSA-N 0.000 description 1
- FLIOATBXVNLPLK-UHFFFAOYSA-N 3-amino-4-methoxybenzenesulfonic acid Chemical compound COC1=CC=C(S(O)(=O)=O)C=C1N FLIOATBXVNLPLK-UHFFFAOYSA-N 0.000 description 1
- LLKAYMWFXNTWQR-UHFFFAOYSA-N 3-sulfamoylbenzenesulfonic acid Chemical compound NS(=O)(=O)C1=CC=CC(S(O)(=O)=O)=C1 LLKAYMWFXNTWQR-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- QOQHNUSMJORKDP-UHFFFAOYSA-N C1(O)=CC=C(O)C=C1.[N] Chemical compound C1(O)=CC=C(O)C=C1.[N] QOQHNUSMJORKDP-UHFFFAOYSA-N 0.000 description 1
- HOAKKTFWFSLQBH-UHFFFAOYSA-N CC1=C(C=C(C=C1)S(=O)(=O)O)S(=O)(=O)N Chemical compound CC1=C(C=C(C=C1)S(=O)(=O)O)S(=O)(=O)N HOAKKTFWFSLQBH-UHFFFAOYSA-N 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- NQJKNQPXLPNPNG-UHFFFAOYSA-N NS(C1=CC2=CC(S(O)(=O)=O)=CC=C2C=C1)(=O)=O Chemical compound NS(C1=CC2=CC(S(O)(=O)=O)=CC=C2C=C1)(=O)=O NQJKNQPXLPNPNG-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 208000020442 loss of weight Diseases 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 150000003336 secondary aromatic amines Chemical class 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
- 150000003513 tertiary aromatic amines Chemical class 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/43—Compounds containing sulfur bound to nitrogen
Landscapes
- 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)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE585164D BE585164A (en, 2012) | 1958-11-28 | ||
| DEF27144A DE1083048B (de) | 1958-11-28 | 1958-11-28 | Verfahren zum Stabilisieren von Polymeren des Formaldehyds |
| FR811525A FR1250524A (fr) | 1958-11-28 | 1959-11-27 | Stabilisation de polymères du formaldéhyde |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF27144A DE1083048B (de) | 1958-11-28 | 1958-11-28 | Verfahren zum Stabilisieren von Polymeren des Formaldehyds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1083048B true DE1083048B (de) | 1960-06-09 |
Family
ID=7092311
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF27144A Pending DE1083048B (de) | 1958-11-28 | 1958-11-28 | Verfahren zum Stabilisieren von Polymeren des Formaldehyds |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE585164A (en, 2012) |
| DE (1) | DE1083048B (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1180517B (de) * | 1962-03-20 | 1964-10-29 | Dynamit Nobel Ag | Verbesserung der Thermostabilitaet von Polyoxymethylenen |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB748856A (en) * | 1952-12-23 | 1956-05-09 | Du Pont | Improvements in or relating to formaldehyde polymers and methods of preparing the same |
-
0
- BE BE585164D patent/BE585164A/xx unknown
-
1958
- 1958-11-28 DE DEF27144A patent/DE1083048B/de active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB748856A (en) * | 1952-12-23 | 1956-05-09 | Du Pont | Improvements in or relating to formaldehyde polymers and methods of preparing the same |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1180517B (de) * | 1962-03-20 | 1964-10-29 | Dynamit Nobel Ag | Verbesserung der Thermostabilitaet von Polyoxymethylenen |
Also Published As
| Publication number | Publication date |
|---|---|
| BE585164A (en, 2012) |
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