DE1246235B - Verbesserung der Verarbeitbarkeit makromolekularer Formaldehydpolymerisate mit Stickstcff enthaltenden Verbindungen - Google Patents
Verbesserung der Verarbeitbarkeit makromolekularer Formaldehydpolymerisate mit Stickstcff enthaltenden VerbindungenInfo
- Publication number
- DE1246235B DE1246235B DEST20810A DEST020810A DE1246235B DE 1246235 B DE1246235 B DE 1246235B DE ST20810 A DEST20810 A DE ST20810A DE ST020810 A DEST020810 A DE ST020810A DE 1246235 B DE1246235 B DE 1246235B
- Authority
- DE
- Germany
- Prior art keywords
- compounds
- processability
- polymer
- group
- formaldehyde
- 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 57
- 229920000642 polymer Polymers 0.000 title claims description 32
- 150000001875 compounds Chemical class 0.000 title claims description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 title description 4
- 229910052757 nitrogen Inorganic materials 0.000 title description 2
- 125000003368 amide group Chemical group 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 238000012545 processing Methods 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000000732 arylene group Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 238000005096 rolling process Methods 0.000 description 7
- 125000003277 amino group Chemical group 0.000 description 4
- 150000003931 anilides Chemical class 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- -1 Polyoxymethylene Polymers 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000009864 tensile test Methods 0.000 description 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 1
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- UHANVDZCDNSILX-UHFFFAOYSA-N n-phenylbutanamide Chemical compound CCCC(=O)NC1=CC=CC=C1 UHANVDZCDNSILX-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003336 secondary aromatic amines Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003513 tertiary aromatic amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000004154 testing of material Methods 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/20—Carboxylic acid amides
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)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL280493 | 1962-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1246235B true DE1246235B (de) | 1967-08-03 |
Family
ID=19753946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEST20810A Pending DE1246235B (de) | 1962-07-03 | 1963-07-01 | Verbesserung der Verarbeitbarkeit makromolekularer Formaldehydpolymerisate mit Stickstcff enthaltenden Verbindungen |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3399168A (en, 2012) |
| BE (1) | BE634392A (en, 2012) |
| CH (1) | CH426261A (en, 2012) |
| DE (1) | DE1246235B (en, 2012) |
| GB (1) | GB1031489A (en, 2012) |
| NL (2) | NL109496C (en, 2012) |
| SE (1) | SE322916B (en, 2012) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1306658A (fr) * | 1960-08-20 | 1962-10-19 | Degussa | Masses malléables à chaud à base de polyoxyméthylène macromoléculaire pour pièces moulées à grande résistance au choc sur barreau entaillé |
| DE1152541B (de) * | 1959-06-04 | 1963-08-08 | Bayer Ag | Aromatische Diamine als Stabilisatoren fuer Polyoxymethylene |
| DE1152542B (de) * | 1959-06-04 | 1963-08-08 | Bayer Ag | Verwendung von Aldehyden tertiaerer aromatischer Amine oder deren Abkoemmlinge als Stabilisatoren fuer hochmolekulare Polyoxymethylene |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2993025A (en) * | 1956-07-26 | 1961-07-18 | Du Pont | Polyoxymethylene compositions stabilized with a synthetic superpolyamide |
| NL244788A (en, 2012) * | 1958-11-03 | |||
| BE591578A (en, 2012) * | 1959-06-04 | |||
| US3274149A (en) * | 1963-02-13 | 1966-09-20 | Celanese Corp | Oxymethylene polymers stabilized with amino substituted amides |
-
0
- NL NL280493D patent/NL280493A/xx unknown
- NL NL109496D patent/NL109496C/xx active
- BE BE634392D patent/BE634392A/xx unknown
-
1963
- 1963-06-28 US US291243A patent/US3399168A/en not_active Expired - Lifetime
- 1963-07-01 DE DEST20810A patent/DE1246235B/de active Pending
- 1963-07-01 CH CH814263A patent/CH426261A/de unknown
- 1963-07-02 GB GB26247/63A patent/GB1031489A/en not_active Expired
- 1963-07-03 SE SE7389/63A patent/SE322916B/xx unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1152541B (de) * | 1959-06-04 | 1963-08-08 | Bayer Ag | Aromatische Diamine als Stabilisatoren fuer Polyoxymethylene |
| DE1152542B (de) * | 1959-06-04 | 1963-08-08 | Bayer Ag | Verwendung von Aldehyden tertiaerer aromatischer Amine oder deren Abkoemmlinge als Stabilisatoren fuer hochmolekulare Polyoxymethylene |
| FR1306658A (fr) * | 1960-08-20 | 1962-10-19 | Degussa | Masses malléables à chaud à base de polyoxyméthylène macromoléculaire pour pièces moulées à grande résistance au choc sur barreau entaillé |
Also Published As
| Publication number | Publication date |
|---|---|
| NL109496C (en, 2012) | |
| US3399168A (en) | 1968-08-27 |
| GB1031489A (en) | 1966-06-02 |
| CH426261A (de) | 1966-12-15 |
| SE322916B (en, 2012) | 1970-04-20 |
| BE634392A (en, 2012) | |
| NL280493A (en, 2012) |
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