DE1543689A1 - Stabilisator - Google Patents
StabilisatorInfo
- Publication number
- DE1543689A1 DE1543689A1 DE19661543689 DE1543689A DE1543689A1 DE 1543689 A1 DE1543689 A1 DE 1543689A1 DE 19661543689 DE19661543689 DE 19661543689 DE 1543689 A DE1543689 A DE 1543689A DE 1543689 A1 DE1543689 A1 DE 1543689A1
- Authority
- DE
- Germany
- Prior art keywords
- groups
- phosphorous acid
- derivatives
- group
- carbon atoms
- 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
- 239000003381 stabilizer Substances 0.000 title description 6
- 150000001875 compounds Chemical class 0.000 claims description 13
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 12
- 229920000642 polymer Polymers 0.000 claims description 12
- -1 polypropylene Polymers 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- 229920000098 polyolefin Polymers 0.000 claims description 11
- 239000004743 Polypropylene Substances 0.000 claims description 10
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 10
- 229920001155 polypropylene Polymers 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 125000005529 alkyleneoxy group Chemical group 0.000 claims description 4
- HJIAMFHSAAEUKR-UHFFFAOYSA-N ortho-hydroxybenzophenone Natural products OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 125000002950 monocyclic group Chemical group 0.000 claims description 3
- 125000003367 polycyclic group Chemical group 0.000 claims description 3
- 239000012760 heat stabilizer Substances 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- 230000000087 stabilizing effect Effects 0.000 description 9
- 150000002903 organophosphorus compounds Chemical class 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000000725 suspension Substances 0.000 description 5
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 230000003381 solubilizing effect Effects 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 239000003223 protective agent Substances 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- JAFUHGPESJSRJX-UHFFFAOYSA-N (4-ethoxy-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCC)=CC=C1C(=O)C1=CC=CC=C1 JAFUHGPESJSRJX-UHFFFAOYSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- KDBZVULQVCUNNA-UHFFFAOYSA-N 2,5-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(C(C)(C)C)C(O)=C1 KDBZVULQVCUNNA-UHFFFAOYSA-N 0.000 description 1
- AQPGCWDJLHUWGL-UHFFFAOYSA-N 2,6-ditert-butyl-4-(2-hydroxyethoxy)phenol Chemical compound CC(C)(C)C1=CC(OCCO)=CC(C(C)(C)C)=C1O AQPGCWDJLHUWGL-UHFFFAOYSA-N 0.000 description 1
- HVXRCAWUNAOCTA-UHFFFAOYSA-N 4-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=C(O)C=C1 HVXRCAWUNAOCTA-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- JCKFJNWYVOHTSA-UHFFFAOYSA-N [2-(2-hydroxypropoxy)phenyl]-phenylmethanone Chemical compound CC(O)COC1=CC=CC=C1C(=O)C1=CC=CC=C1 JCKFJNWYVOHTSA-UHFFFAOYSA-N 0.000 description 1
- SCMSRHIBVBIECI-UHFFFAOYSA-N [2-hydroxy-4-(2-hydroxyethoxy)phenyl]-phenylmethanone Chemical compound OC1=CC(OCCO)=CC=C1C(=O)C1=CC=CC=C1 SCMSRHIBVBIECI-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 241001233037 catfish Species 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001580 isotactic polymer Polymers 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000003017 thermal stabilizer Substances 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
- C08K5/526—Esters of phosphorous acids, e.g. of H3PO3 with hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Artificial Filaments (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB866165A GB1066404A (en) | 1965-03-01 | 1965-03-01 | Phosphorous acid derivatives and their use as stabilisers |
| GB866166 | 1966-02-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1543689A1 true DE1543689A1 (de) | 1972-03-09 |
Family
ID=26242327
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661543689 Pending DE1543689A1 (de) | 1965-03-01 | 1966-03-01 | Stabilisator |
| DE19661794307 Expired DE1794307C3 (de) | 1965-03-01 | 1966-03-01 | Verwendung von Derivaten der phosphorigen Säure zur Stabilisierung von PoIyolefinmassen. Ausscheidung aus: 1543689 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661794307 Expired DE1794307C3 (de) | 1965-03-01 | 1966-03-01 | Verwendung von Derivaten der phosphorigen Säure zur Stabilisierung von PoIyolefinmassen. Ausscheidung aus: 1543689 |
Country Status (2)
| Country | Link |
|---|---|
| DE (2) | DE1543689A1 (cs) |
| GB (1) | GB1066404A (cs) |
-
1965
- 1965-03-01 GB GB866165A patent/GB1066404A/en not_active Expired
-
1966
- 1966-03-01 DE DE19661543689 patent/DE1543689A1/de active Pending
- 1966-03-01 DE DE19661794307 patent/DE1794307C3/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1794307C3 (de) | 1974-06-12 |
| DE1794307B2 (cs) | 1973-10-11 |
| GB1066404A (en) | 1967-04-26 |
| DE1794307A1 (de) | 1972-03-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2454124C3 (de) | Stabilisierte Polyphenylenäther-Harzmassen | |
| DE924532C (de) | Verfahren zum Stabilisieren von konjugierten Dien-Kautschuk-Polymerisaten | |
| DE1793689B2 (de) | Gemisch von fluessigen triarylphosphorsaeureestern | |
| DE2607431C2 (de) | Hydrochinongruppen enthaltendes Polymer und Verfahren zu seiner Herstellung | |
| DE1210855B (de) | Antioxydationsmittel fuer organische Stoffe | |
| DE3688241T2 (de) | Stabilisatorgemische auf phosphitbasis. | |
| DE1283503B (de) | Formmassen aus Polymerisaten von Olefinen und einer Stabilisatormischung | |
| DE1669989B2 (de) | Stabilisierte Massen auf der Basis von halogenenthaltenden Polymerisaten und Organozinnverbindungen | |
| DE1174977B (de) | Stabilisierte Formmassen aus Polyolefinen | |
| DE2115429C2 (de) | Gegenüber einer oxidativen Zersetzung und Nachpolymerisationsvernetzung stabilisiertes 1,3-Butadien-Divinylbenzol-Copolymeres | |
| DE1277513B (de) | Verfahren zum Herstellen von Fasern oder Faeden aus Poly-ª‡-olefinen | |
| DE1593946A1 (de) | Verfaerbungsinhibierung von Alkylphenol-Produkten | |
| DE2546900A1 (de) | Fluessige stabilisatormischung und damit stabilisierte chlorhaltige thermoplaste | |
| DE1543689A1 (de) | Stabilisator | |
| DE2621323A1 (de) | Neue, organische phosphite, verfahren zu ihrer herstellung und ihre verwendung als stabilisatoren | |
| DE1768750C3 (de) | Äther von 2,4,6, Tn s (di tert butyl hydroxy benzyl) phenolen | |
| DE1113811B (de) | Verfahren zum Stabilisieren von Niederdruckpolymerisaten von Olefinen, die tertiaere C-Atome enthalten | |
| DE1953100A1 (de) | Bis-(hydroxyphenylalkylenyl)alkylisocyanuratverbindungen und damit substituierte organische Materialien | |
| DE2164234A1 (de) | 3-Amido-l,2,4-triazole, Olefinpolymer-Stabilisatoren und diese enthaltende Olefinpolymerprodukte | |
| DE2835937C2 (de) | Gegenüber oxidativer Zersetzung stabilisierte Polypropylen-Polymer-Masse | |
| DE1908306A1 (de) | Stabilisatoren | |
| DE2023991A1 (de) | Bis-(sterisch gehinderte phenol)alkanphosphonate und Zusammensetzungen, die damit stabilisiert sind | |
| DE1694936A1 (de) | Stabilisieren von nicht weichgestellten,thermoplastischen Vinylchloridpolymerisaten | |
| DE1964567A1 (de) | Phosphate | |
| DE1694498A1 (de) | Verfahren zur Stabilisierung von Polymeren |