DE1151373B - Verfahren zum Stabilisieren von Homo- oder Mischpolymerisaten von ª‡-Olefinen - Google Patents
Verfahren zum Stabilisieren von Homo- oder Mischpolymerisaten von ª‡-OlefinenInfo
- Publication number
- DE1151373B DE1151373B DEF30006A DEF0030006A DE1151373B DE 1151373 B DE1151373 B DE 1151373B DE F30006 A DEF30006 A DE F30006A DE F0030006 A DEF0030006 A DE F0030006A DE 1151373 B DE1151373 B DE 1151373B
- Authority
- DE
- Germany
- Prior art keywords
- ester
- acid
- olefins
- copolymers
- stabilizers
- 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
- 238000000034 method Methods 0.000 title claims description 6
- 230000000087 stabilizing effect Effects 0.000 title claims description 6
- 229920001577 copolymer Polymers 0.000 title claims description 5
- 229920001519 homopolymer Polymers 0.000 title claims description 4
- -1 alkyl radical Chemical class 0.000 claims description 23
- 150000002148 esters Chemical class 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 2
- MDLWEBWGXACWGE-UHFFFAOYSA-N octadecane Chemical compound [CH2]CCCCCCCCCCCCCCCCC MDLWEBWGXACWGE-UHFFFAOYSA-N 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 description 16
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical compound CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 6
- 229920000098 polyolefin Polymers 0.000 description 6
- 239000004743 Polypropylene Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 125000003158 alcohol group Chemical group 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- 229920000306 polymethylpentene Polymers 0.000 description 2
- 239000011116 polymethylpentene Substances 0.000 description 2
- 239000005077 polysulfide Substances 0.000 description 2
- 229920001021 polysulfide Polymers 0.000 description 2
- 150000008117 polysulfides Polymers 0.000 description 2
- 210000004243 sweat Anatomy 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical group C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- ODJQKYXPKWQWNK-UHFFFAOYSA-N 3,3'-Thiobispropanoic acid Chemical compound OC(=O)CCSCCC(O)=O ODJQKYXPKWQWNK-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 239000003490 Thiodipropionic acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- VJCWGXGMXAVKJU-UHFFFAOYSA-N cyclohexyl cyclohexanecarboxylate Chemical compound C1CCCCC1C(=O)OC1CCCCC1 VJCWGXGMXAVKJU-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 description 1
- GSVIFLAGXMBTDQ-UHFFFAOYSA-N dodecyl 2-(2-dodecoxy-2-sulfanylideneethoxy)acetate Chemical compound CCCCCCCCCCCCOC(=O)COCC(=S)OCCCCCCCCCCCC GSVIFLAGXMBTDQ-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 description 1
- 238000005496 tempering Methods 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
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)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL258714D NL258714A (en(2012)) | 1959-12-05 | ||
| NL113062D NL113062C (en(2012)) | 1959-12-05 | ||
| NL126980D NL126980C (en(2012)) | 1959-12-05 | ||
| DEF30006A DE1151373B (de) | 1959-12-05 | 1959-12-05 | Verfahren zum Stabilisieren von Homo- oder Mischpolymerisaten von ª‡-Olefinen |
| GB4184260A GB949394A (en) | 1959-12-05 | 1960-12-05 | Olefine polymers stabilized against oxygen and light and process for making them |
| FR845946A FR1275650A (fr) | 1959-12-05 | 1960-12-05 | Polymères d'oléfines stabilisés contre l'action de l'oxygène et de la lumière et leur préparation |
| NL6510808A NL6510808A (en(2012)) | 1959-12-05 | 1965-08-18 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF30006A DE1151373B (de) | 1959-12-05 | 1959-12-05 | Verfahren zum Stabilisieren von Homo- oder Mischpolymerisaten von ª‡-Olefinen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1151373B true DE1151373B (de) | 1963-07-11 |
Family
ID=7093560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF30006A Pending DE1151373B (de) | 1959-12-05 | 1959-12-05 | Verfahren zum Stabilisieren von Homo- oder Mischpolymerisaten von ª‡-Olefinen |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1151373B (en(2012)) |
| GB (1) | GB949394A (en(2012)) |
| NL (4) | NL6510808A (en(2012)) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE562623A (en(2012)) * | 1956-11-29 | |||
| US2519755A (en) * | 1946-09-25 | 1950-08-22 | Du Pont | Thiodipropionates-polythene antioxidants |
-
0
- NL NL126980D patent/NL126980C/xx active
- NL NL258714D patent/NL258714A/xx unknown
- NL NL113062D patent/NL113062C/xx active
-
1959
- 1959-12-05 DE DEF30006A patent/DE1151373B/de active Pending
-
1960
- 1960-12-05 GB GB4184260A patent/GB949394A/en not_active Expired
-
1965
- 1965-08-18 NL NL6510808A patent/NL6510808A/xx unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2519755A (en) * | 1946-09-25 | 1950-08-22 | Du Pont | Thiodipropionates-polythene antioxidants |
| BE562623A (en(2012)) * | 1956-11-29 |
Also Published As
| Publication number | Publication date |
|---|---|
| NL113062C (en(2012)) | |
| NL126980C (en(2012)) | |
| GB949394A (en) | 1964-02-12 |
| NL258714A (en(2012)) | |
| NL6510808A (en(2012)) | 1966-03-25 |
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