DE1118449B - Gegen Oxydation stabilisierte Formmasse - Google Patents
Gegen Oxydation stabilisierte FormmasseInfo
- Publication number
- DE1118449B DE1118449B DEW22036A DEW0022036A DE1118449B DE 1118449 B DE1118449 B DE 1118449B DE W22036 A DEW22036 A DE W22036A DE W0022036 A DEW0022036 A DE W0022036A DE 1118449 B DE1118449 B DE 1118449B
- Authority
- DE
- Germany
- Prior art keywords
- thio
- bis
- carbon atoms
- composition according
- carbon black
- 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 15
- 238000000465 moulding Methods 0.000 title claims description 15
- 230000003647 oxidation Effects 0.000 title claims description 15
- 238000007254 oxidation reaction Methods 0.000 title claims description 15
- -1 polyethylene Polymers 0.000 claims description 29
- 239000004698 Polyethylene Substances 0.000 claims description 23
- 229920000573 polyethylene Polymers 0.000 claims description 23
- 239000006229 carbon black Substances 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 22
- 229920000642 polymer Polymers 0.000 claims description 21
- KVVSCMOUFCNCGX-UHFFFAOYSA-N cardol Chemical compound CCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1 KVVSCMOUFCNCGX-UHFFFAOYSA-N 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 239000002245 particle Substances 0.000 claims description 13
- 239000003381 stabilizer Substances 0.000 claims description 13
- 239000004071 soot Substances 0.000 claims description 12
- 150000005673 monoalkenes Chemical class 0.000 claims description 8
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 229920000098 polyolefin Polymers 0.000 claims description 3
- 239000004743 Polypropylene Substances 0.000 claims description 2
- 241000872198 Serjania polyphylla Species 0.000 claims description 2
- 229920001155 polypropylene Polymers 0.000 claims description 2
- 229920001519 homopolymer Polymers 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 description 10
- 235000006708 antioxidants Nutrition 0.000 description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 229910052760 oxygen Inorganic materials 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 description 7
- 238000012360 testing method Methods 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- XOUQAVYLRNOXDO-UHFFFAOYSA-N 2-tert-butyl-5-methylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- NLCUMKKFPDGYTH-UHFFFAOYSA-N 2-pentadecylbenzene-1,3-diol Chemical compound CCCCCCCCCCCCCCCC1=C(O)C=CC=C1O NLCUMKKFPDGYTH-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- RJJARELFCSRLSV-UHFFFAOYSA-N 2,5-ditert-butyl-4-(2,5-ditert-butyl-4-hydroxyphenyl)sulfanylphenol Chemical compound C1=C(O)C(C(C)(C)C)=CC(SC=2C(=CC(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1C(C)(C)C RJJARELFCSRLSV-UHFFFAOYSA-N 0.000 description 1
- PPLCMGMULCHRNZ-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-2-ethyl-4-hydroxyphenyl)sulfanyl-5-ethylphenol Chemical compound CCC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1CC PPLCMGMULCHRNZ-UHFFFAOYSA-N 0.000 description 1
- JOOHISRSEKMUSK-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-propan-2-ylphenyl)sulfanyl-5-propan-2-ylphenol Chemical compound CC(C)C1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C(C)C JOOHISRSEKMUSK-UHFFFAOYSA-N 0.000 description 1
- ZMUAUFISILIVJS-UHFFFAOYSA-N 4-(4-hydroxy-5-pentyl-2-propylphenyl)sulfanyl-2-pentyl-5-propylphenol Chemical compound C1=C(O)C(CCCCC)=CC(SC=2C(=CC(O)=C(CCCCC)C=2)CCC)=C1CCC ZMUAUFISILIVJS-UHFFFAOYSA-N 0.000 description 1
- CADXVZCKKXVASA-UHFFFAOYSA-N 4-[4-hydroxy-2-methyl-5-(2-methylbutan-2-yl)phenyl]sulfanyl-5-methyl-2-(2-methylbutan-2-yl)phenol Chemical compound C1=C(O)C(C(C)(C)CC)=CC(SC=2C(=CC(O)=C(C=2)C(C)(C)CC)C)=C1C CADXVZCKKXVASA-UHFFFAOYSA-N 0.000 description 1
- QSCXNINWUHBZFN-UHFFFAOYSA-N 4-decylbenzene-1,2-diol Chemical compound CCCCCCCCCCC1=CC=C(O)C(O)=C1 QSCXNINWUHBZFN-UHFFFAOYSA-N 0.000 description 1
- LAMCNRYCAMXXHH-UHFFFAOYSA-N 4-pentadecylbenzene-1,2-diol Chemical compound CCCCCCCCCCCCCCCC1=CC=C(O)C(O)=C1 LAMCNRYCAMXXHH-UHFFFAOYSA-N 0.000 description 1
- FGUPYXUWUBISCH-UHFFFAOYSA-N 5-butan-2-yl-4-(2-butan-2-yl-5-tert-butyl-4-hydroxyphenyl)sulfanyl-2-tert-butylphenol Chemical compound CCC(C)C1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C(C)CC FGUPYXUWUBISCH-UHFFFAOYSA-N 0.000 description 1
- PSICPVFJLKEFJO-UHFFFAOYSA-N 5-butyl-2-tert-butyl-4-(2-butyl-5-tert-butyl-4-hydroxyphenyl)sulfanylphenol Chemical compound CCCCC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1CCCC PSICPVFJLKEFJO-UHFFFAOYSA-N 0.000 description 1
- PSGNKQSHECQWKK-UHFFFAOYSA-N 5-decylbenzene-1,3-diol Chemical compound CCCCCCCCCCC1=CC(O)=CC(O)=C1 PSGNKQSHECQWKK-UHFFFAOYSA-N 0.000 description 1
- DIYZHCBFGMXRHF-UHFFFAOYSA-N 5-octadecylbenzene-1,3-diol Chemical compound CCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1 DIYZHCBFGMXRHF-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 241000283153 Cetacea Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005275 alloying Methods 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 150000001491 aromatic compounds Chemical class 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
- VNNRSPGTAMTISX-UHFFFAOYSA-N chromium nickel Chemical compound [Cr].[Ni] VNNRSPGTAMTISX-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
-
- 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
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings
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 Insulating Materials (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US796285XA | 1953-10-27 | 1953-10-27 | |
| US836664XA | 1956-11-29 | 1956-11-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1118449B true DE1118449B (de) | 1961-11-30 |
Family
ID=26762230
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEW22036A Pending DE1118449B (de) | 1953-10-27 | 1957-10-14 | Gegen Oxydation stabilisierte Formmasse |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE561883A (enrdf_load_stackoverflow) |
| DE (1) | DE1118449B (enrdf_load_stackoverflow) |
| FR (1) | FR1184009A (enrdf_load_stackoverflow) |
| GB (2) | GB796285A (enrdf_load_stackoverflow) |
| NL (1) | NL221491A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3726928A (en) * | 1969-11-24 | 1973-04-10 | Ferro Corp | 2,2{40 -thiobis(4,6-di-tert.-butylresourcinol) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3069384A (en) * | 1958-03-12 | 1962-12-18 | Ethyl Corp | Sulfur-containing phenolic compounds |
| US2971940A (en) * | 1959-03-20 | 1961-02-14 | Ferro Corp | Nickel phenolate stabilized polypropylene |
| BE598806A (enrdf_load_stackoverflow) * | 1959-04-06 | |||
| DE1111382B (de) * | 1959-05-02 | 1961-07-20 | Basf Ag | Stabilisierte Formmasse aus Polyolefinen |
| US3020258A (en) * | 1959-08-31 | 1962-02-06 | Phillips Petroleum Co | Odor inhibitors for olefin polymers |
| US3028363A (en) * | 1959-08-31 | 1962-04-03 | Phillips Petroleum Co | Odor inhibitors for olefin polymers |
| US3070569A (en) * | 1959-10-08 | 1962-12-25 | Thiokol Chemical Corp | Stabilizing polyethylene with carbon, a polymeric phenol sulfide, and an organic reducing agent |
| US3252911A (en) * | 1960-04-01 | 1966-05-24 | Ethyl Corp | Organic materials stabilized with thiophenolic antioxidant compounds |
| US3086960A (en) * | 1960-04-22 | 1963-04-23 | Goodyear Tire & Rubber | Compositions of polyamides and sulfides of dialkylated phenols |
| JPS58171421A (ja) * | 1982-04-02 | 1983-10-08 | Konishiroku Photo Ind Co Ltd | 光学用樹脂組成物及び光学用素子 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB496966A (en) * | 1936-07-25 | 1938-12-09 | Standard Oil Dev Co | An improved manufacture of stabilised hydrocarbon polymers |
| US2727879A (en) * | 1951-12-11 | 1955-12-20 | Du Pont | Stabilized ethylene polymer compositions |
-
0
- NL NL221491D patent/NL221491A/xx unknown
- BE BE561883D patent/BE561883A/xx unknown
-
1954
- 1954-10-27 GB GB30994/54A patent/GB796285A/en not_active Expired
-
1957
- 1957-10-07 FR FR1184009D patent/FR1184009A/fr not_active Expired
- 1957-10-14 DE DEW22036A patent/DE1118449B/de active Pending
- 1957-11-26 GB GB36818/57A patent/GB836664A/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB496966A (en) * | 1936-07-25 | 1938-12-09 | Standard Oil Dev Co | An improved manufacture of stabilised hydrocarbon polymers |
| US2727879A (en) * | 1951-12-11 | 1955-12-20 | Du Pont | Stabilized ethylene polymer compositions |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3726928A (en) * | 1969-11-24 | 1973-04-10 | Ferro Corp | 2,2{40 -thiobis(4,6-di-tert.-butylresourcinol) |
Also Published As
| Publication number | Publication date |
|---|---|
| GB796285A (en) | 1958-06-11 |
| FR1184009A (fr) | 1959-07-16 |
| BE561883A (enrdf_load_stackoverflow) | |
| GB836664A (en) | 1960-06-09 |
| NL221491A (enrdf_load_stackoverflow) |
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