DE1202489B - Verwendung von chinoiden Verbindungen zum Stabilisieren von Polyoxymethylenen - Google Patents
Verwendung von chinoiden Verbindungen zum Stabilisieren von PolyoxymethylenenInfo
- Publication number
- DE1202489B DE1202489B DEJ22670A DEJ0022670A DE1202489B DE 1202489 B DE1202489 B DE 1202489B DE J22670 A DEJ22670 A DE J22670A DE J0022670 A DEJ0022670 A DE J0022670A DE 1202489 B DE1202489 B DE 1202489B
- Authority
- DE
- Germany
- Prior art keywords
- polyoxymethylenes
- stabilize
- quinoid
- quinoid compounds
- compounds
- 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
- 150000001875 compounds Chemical class 0.000 title claims description 13
- -1 polyoxymethylenes Polymers 0.000 title claims description 8
- 229920006324 polyoxymethylene Polymers 0.000 title claims description 7
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 5
- 230000015556 catabolic process Effects 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 238000006731 degradation reaction Methods 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 description 17
- 239000003381 stabilizer Substances 0.000 description 9
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 description 6
- 239000000203 mixture Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 3
- 150000004056 anthraquinones Chemical class 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 2
- GQZSUIPKLGNOEO-UHFFFAOYSA-N benzyl 1-nitro-9,10-dioxoanthracene-2-carboxylate Chemical compound C1=CC=2C(=O)C3=CC=CC=C3C(=O)C=2C([N+](=O)[O-])=C1C(=O)OCC1=CC=CC=C1 GQZSUIPKLGNOEO-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- FQERLIOIVXPZKH-UHFFFAOYSA-N 1,2,4-trioxane Chemical compound C1COOCO1 FQERLIOIVXPZKH-UHFFFAOYSA-N 0.000 description 1
- XRIGHGYEGNDPEU-UHFFFAOYSA-N 1-anilinoanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1NC1=CC=CC=C1 XRIGHGYEGNDPEU-UHFFFAOYSA-N 0.000 description 1
- YCANAXVBJKNANM-UHFFFAOYSA-N 1-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] YCANAXVBJKNANM-UHFFFAOYSA-N 0.000 description 1
- GLYBJBRBLQVBDK-UHFFFAOYSA-N 2,5-dianilino-3,6-dichlorocyclohexa-2,5-diene-1,4-dione Chemical compound O=C1C(Cl)=C(NC=2C=CC=CC=2)C(=O)C(Cl)=C1NC1=CC=CC=C1 GLYBJBRBLQVBDK-UHFFFAOYSA-N 0.000 description 1
- GETDOINCEIMJDH-UHFFFAOYSA-N 2,5-dianilinocyclohexa-2,5-diene-1,4-dione Chemical compound O=C1C=C(NC=2C=CC=CC=2)C(=O)C=C1NC1=CC=CC=C1 GETDOINCEIMJDH-UHFFFAOYSA-N 0.000 description 1
- NLYJKDKBQGPHLE-UHFFFAOYSA-N 2,7-dinitrophenanthrene-9,10-dione Chemical compound [O-][N+](=O)C1=CC=C2C3=CC=C([N+](=O)[O-])C=C3C(=O)C(=O)C2=C1 NLYJKDKBQGPHLE-UHFFFAOYSA-N 0.000 description 1
- SQSFFQYBWMWXAF-UHFFFAOYSA-N 2-anilinoanthracene-9,10-dione Chemical compound C=1C=C2C(=O)C3=CC=CC=C3C(=O)C2=CC=1NC1=CC=CC=C1 SQSFFQYBWMWXAF-UHFFFAOYSA-N 0.000 description 1
- YYVYAPXYZVYDHN-UHFFFAOYSA-N 9,10-phenanthroquinone Chemical compound C1=CC=C2C(=O)C(=O)C3=CC=CC=C3C2=C1 YYVYAPXYZVYDHN-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- KQSBZNJFKWOQQK-UHFFFAOYSA-N hystazarin Natural products O=C1C2=CC=CC=C2C(=O)C2=C1C=C(O)C(O)=C2 KQSBZNJFKWOQQK-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 150000003672 ureas Chemical class 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
- C08K5/04—Oxygen-containing compounds
- C08K5/07—Aldehydes; Ketones
- C08K5/08—Quinones
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/005—Stabilisers against oxidation, heat, light, ozone
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/32—Compounds containing nitrogen bound to oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB41039/61A GB1031701A (en) | 1961-11-16 | 1961-11-16 | Polyoxymethylene compositions |
| GB347462 | 1962-01-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1202489B true DE1202489B (de) | 1965-10-07 |
Family
ID=26238332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEJ22670A Pending DE1202489B (de) | 1961-11-16 | 1962-11-16 | Verwendung von chinoiden Verbindungen zum Stabilisieren von Polyoxymethylenen |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3346537A (en, 2012) |
| BE (1) | BE624776A (en, 2012) |
| CH (1) | CH451506A (en, 2012) |
| DE (1) | DE1202489B (en, 2012) |
| ES (1) | ES282547A1 (en, 2012) |
| GB (1) | GB1031701A (en, 2012) |
| NL (1) | NL285588A (en, 2012) |
| SE (1) | SE316018B (en, 2012) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE585165A (en, 2012) * | 1958-11-28 | |||
| US2871220A (en) * | 1956-11-21 | 1959-01-27 | Du Pont | Stabilization of polyoxymethylenes with phenols |
| AT219853B (de) * | 1958-11-28 | 1962-02-26 | Hoechst Ag | Verfahren zur gleichzeitigen Stabilisierung und Färbung von Polymeren des Formaldehyds |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2376354A (en) * | 1941-11-21 | 1945-05-22 | Du Pont | Stabilized dioxolanes |
| US2960488A (en) * | 1958-04-25 | 1960-11-15 | Eastman Kodak Co | Poly-alpha-olefins containing substituted ureas |
| NL279734A (en, 2012) * | 1961-06-26 | |||
| US3166529A (en) * | 1961-12-28 | 1965-01-19 | Eastman Kodak Co | Light stabilized, poly-alpha-olefin plastic composition |
-
0
- NL NL285588D patent/NL285588A/xx unknown
- BE BE624776D patent/BE624776A/xx unknown
-
1961
- 1961-11-16 GB GB41039/61A patent/GB1031701A/en not_active Expired
-
1962
- 1962-11-15 CH CH1338862A patent/CH451506A/de unknown
- 1962-11-16 ES ES282547A patent/ES282547A1/es not_active Expired
- 1962-11-16 SE SE12340/62A patent/SE316018B/xx unknown
- 1962-11-16 DE DEJ22670A patent/DE1202489B/de active Pending
-
1964
- 1964-03-09 US US350521A patent/US3346537A/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2871220A (en) * | 1956-11-21 | 1959-01-27 | Du Pont | Stabilization of polyoxymethylenes with phenols |
| BE585165A (en, 2012) * | 1958-11-28 | |||
| AT219853B (de) * | 1958-11-28 | 1962-02-26 | Hoechst Ag | Verfahren zur gleichzeitigen Stabilisierung und Färbung von Polymeren des Formaldehyds |
Also Published As
| Publication number | Publication date |
|---|---|
| CH451506A (de) | 1968-05-15 |
| GB1031701A (en) | 1966-06-02 |
| ES282547A1 (es) | 1963-02-01 |
| BE624776A (en, 2012) | |
| US3346537A (en) | 1967-10-10 |
| NL285588A (en, 2012) | |
| SE316018B (en, 2012) | 1969-10-13 |
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