DE2649751A1 - Verfahren zur herstellung von kohlenwasserstoffpolymeren - Google Patents
Verfahren zur herstellung von kohlenwasserstoffpolymerenInfo
- Publication number
- DE2649751A1 DE2649751A1 DE19762649751 DE2649751A DE2649751A1 DE 2649751 A1 DE2649751 A1 DE 2649751A1 DE 19762649751 DE19762649751 DE 19762649751 DE 2649751 A DE2649751 A DE 2649751A DE 2649751 A1 DE2649751 A1 DE 2649751A1
- Authority
- DE
- Germany
- Prior art keywords
- olefin
- peroxide
- penetration
- point
- melting point
- 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.)
- Ceased
Links
- 229920000642 polymer Polymers 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 17
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 11
- 230000008569 process Effects 0.000 title claims description 11
- 229930195733 hydrocarbon Natural products 0.000 title claims description 9
- 239000004215 Carbon black (E152) Substances 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title description 6
- 230000008018 melting Effects 0.000 claims description 65
- 238000002844 melting Methods 0.000 claims description 65
- 230000008014 freezing Effects 0.000 claims description 43
- 238000007710 freezing Methods 0.000 claims description 43
- 239000000463 material Substances 0.000 claims description 38
- 239000007858 starting material Substances 0.000 claims description 31
- 150000001336 alkenes Chemical class 0.000 claims description 22
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 16
- 150000003254 radicals Chemical class 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 4
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 claims description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 claims 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 claims 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 1
- 229940069096 dodecene Drugs 0.000 claims 1
- 239000000047 product Substances 0.000 description 64
- 230000035515 penetration Effects 0.000 description 50
- 239000001993 wax Substances 0.000 description 50
- 150000002978 peroxides Chemical class 0.000 description 45
- 238000006243 chemical reaction Methods 0.000 description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical group CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 20
- 239000000203 mixture Substances 0.000 description 18
- 239000003054 catalyst Substances 0.000 description 15
- 238000000354 decomposition reaction Methods 0.000 description 15
- 230000035484 reaction time Effects 0.000 description 15
- -1 peroxide compounds Chemical class 0.000 description 13
- 239000007795 chemical reaction product Substances 0.000 description 12
- 238000006116 polymerization reaction Methods 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 229920006395 saturated elastomer Polymers 0.000 description 11
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 9
- 238000007711 solidification Methods 0.000 description 9
- 230000008023 solidification Effects 0.000 description 9
- 239000004698 Polyethylene Substances 0.000 description 8
- 229920000573 polyethylene Polymers 0.000 description 8
- 230000000694 effects Effects 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000003921 oil Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 150000002432 hydroperoxides Chemical class 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 238000005194 fractionation Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 230000004044 response Effects 0.000 description 3
- 238000007127 saponification reaction Methods 0.000 description 3
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 210000000540 fraction c Anatomy 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000000976 ink Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 2
- BWSZXUOMATYHHI-UHFFFAOYSA-N tert-butyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(C)(C)C BWSZXUOMATYHHI-UHFFFAOYSA-N 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
- GQNOPVSQPBUJKQ-UHFFFAOYSA-N 1-hydroperoxyethylbenzene Chemical compound OOC(C)C1=CC=CC=C1 GQNOPVSQPBUJKQ-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- KHHHLDBLDKGPLI-UHFFFAOYSA-N 3-methyldec-1-ene Chemical compound CCCCCCCC(C)C=C KHHHLDBLDKGPLI-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 101100352919 Caenorhabditis elegans ppm-2 gene Proteins 0.000 description 1
- 239000004831 Hot glue Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical group C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical compound C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000004204 candelilla wax Substances 0.000 description 1
- 235000013868 candelilla wax Nutrition 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 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
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- 239000012168 ouricury wax Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/14—Monomers containing five or more carbon atoms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/929—Special chemical considerations
- Y10S585/942—Production of carbonium ion or hydrocarbon free-radical
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/929—Special chemical considerations
- Y10S585/946—Product is waxy polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/644,138 US4060569A (en) | 1975-12-24 | 1975-12-24 | Hydrocarbon polymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2649751A1 true DE2649751A1 (de) | 1977-07-14 |
Family
ID=24583607
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762649751 Ceased DE2649751A1 (de) | 1975-12-24 | 1976-10-29 | Verfahren zur herstellung von kohlenwasserstoffpolymeren |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4060569A (https=) |
| JP (1) | JPS6025412B2 (https=) |
| DE (1) | DE2649751A1 (https=) |
| FR (1) | FR2336419A1 (https=) |
| GB (1) | GB1565518A (https=) |
| IT (1) | IT1123699B (https=) |
| MX (1) | MX4752E (https=) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4239546A (en) * | 1978-07-21 | 1980-12-16 | Petrolite Corporation | Hydrocarbon polymers to improve the hardness of waxes |
| US4224204A (en) * | 1979-03-16 | 1980-09-23 | Petrolite Corporation | Use of hydrocarbon polymers to improve oil-containing waxes |
| US4260548A (en) * | 1979-06-04 | 1981-04-07 | Princeton Polymer Laboratories | Process for preparing polyethylene waxes |
| US4578430A (en) * | 1984-12-19 | 1986-03-25 | Shell Oil Company | Controlled degradation or cracking of alpha-olefin polymers |
| US4968853A (en) * | 1987-12-29 | 1990-11-06 | The Lubrizol Corporation | Alpha-olefin polymers |
| US4904009A (en) * | 1988-09-30 | 1990-02-27 | Kozlinski Kent W | Food handling tongs |
| GB8911611D0 (en) * | 1989-05-19 | 1989-07-05 | Shell Int Research | Viscosity modification of mineral oils |
| US5210362A (en) * | 1989-06-07 | 1993-05-11 | The Lubrizol Corporation | Alpha-olefin polymers |
| CA2069376A1 (en) * | 1991-05-31 | 1992-12-01 | Lyle Edwin Moran | Composition and method for improving the storage stability of polymer modified asphalts |
| CN1050786C (zh) * | 1994-03-15 | 2000-03-29 | 伊藤南己 | 蜡状物质和使用蜡状物质的造型方法 |
| US5643984A (en) * | 1996-01-03 | 1997-07-01 | Flint Ink Corporation | New Wax composition for the printing ink industry and ink compositions and overprint varnishes containing same |
| FR2782918B1 (fr) | 1998-09-04 | 2001-09-07 | Oreal | Composition cosmetique comprenant un polymere filmogene une poly alpha-olefine et une phase grasse liquide |
| FR2783707B1 (fr) | 1998-09-25 | 2000-11-03 | Oreal | Composition de maquillage comprenant une poly-alpha-olefine |
| US6262153B1 (en) | 1998-10-12 | 2001-07-17 | Clariant Finance (Bvi) Limited | Colored wax articles |
| US6534573B1 (en) | 1999-03-31 | 2003-03-18 | Shell Oil Company | Wax compositions comprising wax and oil |
| US6599334B1 (en) | 2000-04-25 | 2003-07-29 | Jill M. Anderson | Soybean wax candles |
| DE10317781A1 (de) * | 2003-04-16 | 2004-11-04 | Cognis Deutschland Gmbh & Co. Kg | Poly-alpha-Olefin-haltige kosmetische Zusammensetzung |
| US7501382B2 (en) | 2003-07-07 | 2009-03-10 | Eastman Kodak Company | Slipping layer for dye-donor element used in thermal dye transfer |
| US7071143B2 (en) * | 2004-01-28 | 2006-07-04 | Eastman Kodak Company | Direct thermographic materials with improved protective layers |
| US7148284B2 (en) * | 2004-05-21 | 2006-12-12 | National Starch And Chemical Investment Holding Corporation | Hot melt adhesive |
| US20060193807A1 (en) * | 2005-02-04 | 2006-08-31 | Lezer Nathalie J | Charging composition for coating keratin fibers comprising an aprotic wax |
| FR2888112B1 (fr) | 2005-07-11 | 2008-02-22 | Oreal | Composition photoprotectrice comprenant une phase aqueuse et une cire apolaire de bas point de fusion |
| US20080295395A1 (en) * | 2007-05-30 | 2008-12-04 | Baker Hughes Incorporated | Additives for Reduction of Exhaust Emissions From Compression Ignition Engines |
| US20100325944A1 (en) * | 2007-05-30 | 2010-12-30 | Baker Hughes Incorporated | Additives for Cetane Improvement in Middle Distillate Fuels |
| US8292976B2 (en) | 2009-11-06 | 2012-10-23 | Afton Chemical Corporation | Diesel fuel additive for reducing emissions |
| FR2953715B1 (fr) | 2009-12-11 | 2012-02-17 | Oreal | Composition filtrante fluide anhydre comprenant une phase huileuse, un filtre triazine particulier et un agent rheologique epaississant ou gelifiant d'huile |
| KR101842313B1 (ko) | 2010-12-30 | 2018-03-26 | 다우 글로벌 테크놀로지스 엘엘씨 | 미정질 왁스를 포함한, 오일-증량 내용출성 올레핀 블록 공중합체 조성물 |
| EP2845895A1 (en) | 2013-09-05 | 2015-03-11 | Oleon Nv | Additive for candle fatty acid wax composition |
| WO2020141348A1 (en) | 2018-12-31 | 2020-07-09 | Arkema France | (meth)acrylate-functionalized branched polyalpha-olefins |
| WO2023147078A1 (en) | 2022-01-31 | 2023-08-03 | Nucera Solutions Llc | Poly (alpha-olefin) polymerization process |
| CN121586745A (zh) * | 2023-07-26 | 2026-02-27 | Sabic环球技术有限责任公司 | 包含聚丙烯和聚乙烯的组合物 |
| WO2025021757A1 (en) * | 2023-07-26 | 2025-01-30 | Sabic Global Technologies B.V. | Process for preparing high melt strength propylene polymer |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT315489B (de) * | 1971-03-15 | 1974-05-27 | Berger Johann | Verfahren zur Herstellung eines 1-Olefin-Wärmeumsetzungsproduktes bzw. eines dieses enthaltenden Copolymeren |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2551638A (en) * | 1946-06-01 | 1951-05-08 | Socony Vacuum Oil Co Inc | Production of lubricating oils by condensation of olefinic hydrocarbons |
| US2937129A (en) * | 1957-09-13 | 1960-05-17 | Socony Mobil Oil Co Inc | Synthetic lubricant |
| GB1245879A (en) * | 1968-08-29 | 1971-09-08 | Mobil Oil Corp | Fluidity improvers |
-
1975
- 1975-12-24 US US05/644,138 patent/US4060569A/en not_active Expired - Lifetime
-
1976
- 1976-10-29 DE DE19762649751 patent/DE2649751A1/de not_active Ceased
- 1976-12-03 JP JP51144809A patent/JPS6025412B2/ja not_active Expired
- 1976-12-07 MX MX765192U patent/MX4752E/es unknown
- 1976-12-16 FR FR7637868A patent/FR2336419A1/fr active Granted
- 1976-12-16 GB GB52516/76A patent/GB1565518A/en not_active Expired
- 1976-12-21 IT IT30690/76A patent/IT1123699B/it active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT315489B (de) * | 1971-03-15 | 1974-05-27 | Berger Johann | Verfahren zur Herstellung eines 1-Olefin-Wärmeumsetzungsproduktes bzw. eines dieses enthaltenden Copolymeren |
Non-Patent Citations (3)
| Title |
|---|
| Dictiondry of Organic Compounds, 5 th. Edition, Vol. 4, Verlag Chapman and Hall, New York-London- Toronto, S. 4356 (1982) * |
| J. Polym. Sci., Part A-1, Vol. 5, S. 1191-1201 (1967) * |
| J. Polym. Sci., Vol. XXI, Issue No. 99, S. 547-549 (1956) * |
Also Published As
| Publication number | Publication date |
|---|---|
| IT1123699B (it) | 1986-04-30 |
| JPS5280390A (en) | 1977-07-06 |
| FR2336419A1 (fr) | 1977-07-22 |
| JPS6025412B2 (ja) | 1985-06-18 |
| US4060569A (en) | 1977-11-29 |
| FR2336419B1 (https=) | 1981-06-19 |
| GB1565518A (en) | 1980-04-23 |
| MX4752E (es) | 1982-09-02 |
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| 8110 | Request for examination paragraph 44 | ||
| 8131 | Rejection |