DE1062926B - Verfahren zur Verguetung von Niederdruck-polymerisaten von Olefinen, die tertiaere Kohlenstoffatome enthalten - Google Patents
Verfahren zur Verguetung von Niederdruck-polymerisaten von Olefinen, die tertiaere Kohlenstoffatome enthaltenInfo
- Publication number
- DE1062926B DE1062926B DEF23909A DEF0023909A DE1062926B DE 1062926 B DE1062926 B DE 1062926B DE F23909 A DEF23909 A DE F23909A DE F0023909 A DEF0023909 A DE F0023909A DE 1062926 B DE1062926 B DE 1062926B
- Authority
- DE
- Germany
- Prior art keywords
- low
- dinonyl
- carbon atoms
- pressure
- olefins
- 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
- 229920000642 polymer Polymers 0.000 title claims description 28
- 125000004432 carbon atom Chemical group C* 0.000 title claims description 19
- 238000000034 method Methods 0.000 title claims description 11
- 150000001336 alkenes Chemical class 0.000 title claims description 10
- -1 Polypropylene Polymers 0.000 claims description 23
- 239000003381 stabilizer Substances 0.000 claims description 23
- 229920000098 polyolefin Polymers 0.000 claims description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- 238000006116 polymerization reaction Methods 0.000 claims description 9
- 230000015556 catabolic process Effects 0.000 claims description 8
- 238000006731 degradation reaction Methods 0.000 claims description 8
- 239000004743 Polypropylene Substances 0.000 claims description 6
- 229920001155 polypropylene Polymers 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 5
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 4
- 230000003712 anti-aging effect Effects 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 4
- 229920001083 polybutene Polymers 0.000 claims description 4
- 230000006641 stabilisation Effects 0.000 claims description 4
- 238000011105 stabilization Methods 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 239000011248 coating agent Substances 0.000 claims description 3
- RWYFURDDADFSHT-RBBHPAOJSA-N diane Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.C1=C(Cl)C2=CC(=O)[C@@H]3CC3[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(C)=O)(OC(=O)C)[C@@]1(C)CC2 RWYFURDDADFSHT-RBBHPAOJSA-N 0.000 claims description 3
- 238000002845 discoloration Methods 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims description 2
- 238000001746 injection moulding Methods 0.000 claims description 2
- 238000005496 tempering Methods 0.000 claims 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- 239000001294 propane Substances 0.000 claims 2
- 230000032683 aging Effects 0.000 claims 1
- 150000001993 dienes Chemical class 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 238000005259 measurement Methods 0.000 claims 1
- 238000000465 moulding Methods 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 239000004698 Polyethylene Substances 0.000 description 10
- 229920000573 polyethylene Polymers 0.000 description 10
- 239000000047 product Substances 0.000 description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 229920002521 macromolecule Polymers 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 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
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 238000011158 quantitative evaluation Methods 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000010626 work up procedure 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
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
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 Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE571035D BE571035A (en, 2012) | 1957-09-07 | ||
DEF23909A DE1062926B (de) | 1957-09-07 | 1957-09-07 | Verfahren zur Verguetung von Niederdruck-polymerisaten von Olefinen, die tertiaere Kohlenstoffatome enthalten |
US758690A US3020259A (en) | 1957-09-07 | 1958-09-03 | Polyolefins stabilized with reaction products of nonylphenol and carbonyl compounds |
GB28814/58A GB880931A (en) | 1957-09-07 | 1958-09-08 | Polymers of low pressure olefines and process for stabilizing them |
FR773989A FR1242844A (fr) | 1957-09-07 | 1958-09-08 | Procédé de stabilisation de polyoléfines basse pression |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF23909A DE1062926B (de) | 1957-09-07 | 1957-09-07 | Verfahren zur Verguetung von Niederdruck-polymerisaten von Olefinen, die tertiaere Kohlenstoffatome enthalten |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1062926B true DE1062926B (de) | 1959-08-06 |
Family
ID=7091035
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEF23909A Pending DE1062926B (de) | 1957-09-07 | 1957-09-07 | Verfahren zur Verguetung von Niederdruck-polymerisaten von Olefinen, die tertiaere Kohlenstoffatome enthalten |
Country Status (5)
Country | Link |
---|---|
US (1) | US3020259A (en, 2012) |
BE (1) | BE571035A (en, 2012) |
DE (1) | DE1062926B (en, 2012) |
FR (1) | FR1242844A (en, 2012) |
GB (1) | GB880931A (en, 2012) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3127369A (en) * | 1964-03-31 | Stabilized polypropylene compositions | ||
US3124551A (en) * | 1964-03-10 | Xpxox | ||
BE598806A (en, 2012) * | 1959-04-06 | |||
NL254604A (en, 2012) * | 1959-06-10 | |||
BE595794A (en, 2012) * | 1959-09-02 | |||
US3121068A (en) * | 1960-01-05 | 1964-02-11 | Union Carbide Corp | Stabilized polypropylene composition containing an a-stage para-tertiary alkylphenol-formaldehyde resin and a monomeric aliphatic epoxide |
US3119784A (en) * | 1960-01-05 | 1964-01-28 | Union Carbide Corp | Propylene resin stabilized with a mixture of a para-tertiaryalkylphenolformaldehyde resin and an aminodithioformate |
US3098057A (en) * | 1960-01-05 | 1963-07-16 | Union Carbide Corp | Propylene polymer stabilized with a synergistic combination of a para-tertiaryalkyl phenol-formaldehyde resin and a dithiophosphate |
NL128917C (en, 2012) * | 1960-01-25 | |||
US3122519A (en) * | 1960-02-23 | 1964-02-25 | Union Carbide Corp | Propylene resin stabilized with a mixture of a para-tertiaryalkylphenol-formaldehyderesin and a mercapto compound |
US3149181A (en) * | 1960-04-28 | 1964-09-15 | Union Carbide Corp | Polypropylene stabilized with an astage para-tertiary alkylphenolformaldehyde resin and a phosphorous containing compound |
US3181971A (en) * | 1960-05-30 | 1965-05-04 | Ici Ltd | Insulated copper articles |
DE1240276B (de) * | 1964-09-23 | 1967-05-11 | Hoechst Ag | Verfahren zum Stabilisieren von Polyolefinen |
US3536662A (en) * | 1968-03-18 | 1970-10-27 | Uniroyal Inc | Phenolic antioxidants for low unsaturation hydrocarbon polymers |
US3914463A (en) * | 1972-12-15 | 1975-10-21 | Rohm & Haas | Method of protecting substrates with light-stable varnish or lacquer |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE550337A (en, 2012) * | 1955-09-22 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA470325A (en) * | 1950-12-26 | S. Myers Clayton | Antioxidants for polyolefins | |
US2434662A (en) * | 1944-02-03 | 1948-01-20 | Du Pont | Polyethylene stabilized with bis-(hydroxyphenyl) propanes |
US2731442A (en) * | 1952-09-20 | 1956-01-17 | Firestone Fire & Rubber Compan | Sulfur vulcanizable rubber stabilized with a mixture of an alkyl substituted phenol and an alkyl substituted di(hydroxyphenyl) alkane |
US2833755A (en) * | 1955-11-29 | 1958-05-06 | Eastman Kodak Co | Preparation of polyolefins of improved color by catalytic polymerization with a titanium tetraalkoxide and a monoalkyl aluminum dihalide |
US2824090A (en) * | 1955-12-27 | 1958-02-18 | Eastman Kodak Co | Polymerization of alpha-olefins with a catalyst mixture of an orthotitanate and an alkyl aluminum halide |
-
0
- BE BE571035D patent/BE571035A/xx unknown
-
1957
- 1957-09-07 DE DEF23909A patent/DE1062926B/de active Pending
-
1958
- 1958-09-03 US US758690A patent/US3020259A/en not_active Expired - Lifetime
- 1958-09-08 FR FR773989A patent/FR1242844A/fr not_active Expired
- 1958-09-08 GB GB28814/58A patent/GB880931A/en not_active Expired
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE550337A (en, 2012) * | 1955-09-22 |
Also Published As
Publication number | Publication date |
---|---|
FR1242844A (fr) | 1960-10-07 |
GB880931A (en) | 1961-10-25 |
BE571035A (en, 2012) | |
US3020259A (en) | 1962-02-06 |
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