DE2102687A1 - Verfahren zum Einarbeiten von Antioxydantien m Oxymethylenpolymere - Google Patents
Verfahren zum Einarbeiten von Antioxydantien m OxymethylenpolymereInfo
- Publication number
- DE2102687A1 DE2102687A1 DE19712102687 DE2102687A DE2102687A1 DE 2102687 A1 DE2102687 A1 DE 2102687A1 DE 19712102687 DE19712102687 DE 19712102687 DE 2102687 A DE2102687 A DE 2102687A DE 2102687 A1 DE2102687 A1 DE 2102687A1
- Authority
- DE
- Germany
- Prior art keywords
- oxymethylene
- antioxidant
- antioxidants
- strands
- solution
- 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
- 239000003963 antioxidant agent Substances 0.000 title claims description 36
- 229920000642 polymer Polymers 0.000 title claims description 35
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 title claims description 29
- 238000000034 method Methods 0.000 title claims description 12
- 238000010348 incorporation Methods 0.000 title description 4
- 230000003078 antioxidant effect Effects 0.000 claims description 27
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 17
- 239000007788 liquid Substances 0.000 claims description 12
- -1 alkylene bisphenol Chemical compound 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 7
- 229930185605 Bisphenol Natural products 0.000 claims description 5
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 238000001125 extrusion Methods 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 3
- MZSLYKIXPOMXGV-UHFFFAOYSA-N 3-tert-butyl-2-[(2-tert-butyl-6-hydroxy-4-methylphenyl)methyl]-5-methylphenol Chemical compound CC(C)(C)C1=CC(C)=CC(O)=C1CC1=C(O)C=C(C)C=C1C(C)(C)C MZSLYKIXPOMXGV-UHFFFAOYSA-N 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- 150000004292 cyclic ethers Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- VDFVNEFVBPFDSB-UHFFFAOYSA-N 1,3-dioxane Chemical compound C1COCOC1 VDFVNEFVBPFDSB-UHFFFAOYSA-N 0.000 description 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- BGCSUUSPRCDKBQ-UHFFFAOYSA-N 2,4,8,10-tetraoxaspiro[5.5]undecane Chemical compound C1OCOCC21COCOC2 BGCSUUSPRCDKBQ-UHFFFAOYSA-N 0.000 description 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 description 1
- OFJMPYANHRFJNF-UHFFFAOYSA-N 5-tert-butyl-4-[1-(2-tert-butyl-4-hydroxy-5-methylphenyl)butyl]-2-methylphenol Chemical compound C=1C(C)=C(O)C=C(C(C)(C)C)C=1C(CCC)C1=CC(C)=C(O)C=C1C(C)(C)C OFJMPYANHRFJNF-UHFFFAOYSA-N 0.000 description 1
- 229920013683 Celanese Polymers 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- UCAOGXRUJFKQAP-UHFFFAOYSA-N n,n-dimethyl-5-nitropyridin-2-amine Chemical compound CN(C)C1=CC=C([N+]([O-])=O)C=N1 UCAOGXRUJFKQAP-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- SQYNKIJPMDEDEG-UHFFFAOYSA-N paraldehyde Chemical compound CC1OC(C)OC(C)O1 SQYNKIJPMDEDEG-UHFFFAOYSA-N 0.000 description 1
- 229960003868 paraldehyde Drugs 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 150000008442 polyphenolic compounds Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000009666 routine test Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/201—Pre-melted polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
- C08J3/2053—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the additives only being premixed with a liquid phase
- C08J3/2056—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the additives only being premixed with a liquid phase the polymer being pre-melted
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2359/00—Characterised by the use of polyacetals containing polyoxymethylene sequences only
- C08J2359/02—Copolyoxymethylenes
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US593270A | 1970-01-26 | 1970-01-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2102687A1 true DE2102687A1 (de) | 1971-08-05 |
Family
ID=21718421
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712102687 Pending DE2102687A1 (de) | 1970-01-26 | 1971-01-21 | Verfahren zum Einarbeiten von Antioxydantien m Oxymethylenpolymere |
Country Status (4)
-
1971
- 1971-01-21 DE DE19712102687 patent/DE2102687A1/de active Pending
- 1971-01-22 AT AT52771A patent/AT302656B/de not_active IP Right Cessation
- 1971-01-25 FR FR7102305A patent/FR2077322B1/fr not_active Expired
- 1971-04-19 GB GB2055971A patent/GB1285848A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2077322A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1971-10-22 |
| AT302656B (de) | 1972-10-25 |
| FR2077322B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-09-27 |
| GB1285848A (en) | 1972-08-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1082404B (de) | Warmverformbare Masse auf Grundlage von hochmolekularen, endstaendig veresterten oder veraetherten Polyoxymethylenen | |
| DE3687216T2 (de) | Verfahren zur entgasung von verschmolzenem polymethylenoxid. | |
| DE1494997B2 (de) | Verwendung organischer Stickstoffverbindungen zum Thermostabilisieren von Polyoxymethylenen | |
| EP0673955A2 (de) | Verfahren zur Aufarbeitung von rohem Polyoxymethylen | |
| DE1195490B (de) | Stabilisatoren fuer Polyoxymethylene | |
| DE1242363B (de) | Aus 3 Komponenten bestehendes Stabilisatorgemisch fuer Polyoxymethylene | |
| DE1570857A1 (de) | Verfahren zur Herstellung von Pfropfkopolymerisaten von Polyoxymethylen | |
| DE2840679A1 (de) | Verfahren zur herstellung von oxymethylencopolymerisat-formmassen mit geringem anteil an restformaldehyd | |
| DE2102687A1 (de) | Verfahren zum Einarbeiten von Antioxydantien m Oxymethylenpolymere | |
| CH628657A5 (de) | Verfahren zur herstellung von grobkoernigen polyoxymethylencopolymeren. | |
| DE2243323C2 (de) | Stabilisierte Formmassen aus Polyoxymethylenen | |
| DE2754600C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| DE1669834C3 (de) | Thermoplastische Formmassen mit verbesserter Schlagzähigkeit | |
| DE2150705C3 (de) | Verbesserte Oxymethylen-homo-undcopolymere | |
| DE2027563B2 (de) | Verfahren zum thermischen Stabilisieren von Oxymethylenhomo- oder -copolymeren | |
| AT237896B (de) | Oxymethylenpolymerenzusammensetzung | |
| DE1795545A1 (de) | Formbare thermoplastische Oxymethylencopolymere | |
| DE1769709A1 (de) | Hochgleitender Polypropylenfilm | |
| DE1769560C3 (de) | Thermoplastische Formmassen auf Polyacetal-Basis | |
| DE2053545C3 (de) | Mischungen auf Basis von PoIyphenylenäthern | |
| DE2044313A1 (de) | Pigmentierte Polyoxymethylenrmschungen | |
| DE1940132A1 (de) | Thermoplastische Formmassen aus Polyoxymethylenen | |
| DE1937661B2 (de) | Stabilisierte formmassen aus polyacetalen | |
| AT232280B (de) | Verfahren zur Herstellung eines Oxymethylenpolymeren mit hoher Wärmestabilität | |
| DE3207773A1 (de) | Verfahren zur kontinuierlichen massepolymerisation von trioxan |