RU2318002C2 - Способ полимеризации этилен-ненасыщенных мономеров в присутствии диацилпероксидов в качестве источника свободных радикалов - Google Patents
Способ полимеризации этилен-ненасыщенных мономеров в присутствии диацилпероксидов в качестве источника свободных радикалов Download PDFInfo
- Publication number
- RU2318002C2 RU2318002C2 RU2004129308/04A RU2004129308A RU2318002C2 RU 2318002 C2 RU2318002 C2 RU 2318002C2 RU 2004129308/04 A RU2004129308/04 A RU 2004129308/04A RU 2004129308 A RU2004129308 A RU 2004129308A RU 2318002 C2 RU2318002 C2 RU 2318002C2
- Authority
- RU
- Russia
- Prior art keywords
- polymerization
- hydrogen
- formula
- diacyl peroxide
- acid
- Prior art date
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- 239000012933 diacyl peroxide Substances 0.000 title claims abstract description 96
- 238000000034 method Methods 0.000 title claims abstract description 93
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 74
- 239000000178 monomer Substances 0.000 title claims abstract description 33
- 239000000203 mixture Substances 0.000 claims abstract description 49
- 239000002253 acid Substances 0.000 claims abstract description 46
- 238000005502 peroxidation Methods 0.000 claims abstract description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 36
- 150000004965 peroxy acids Chemical class 0.000 claims abstract description 34
- 150000003839 salts Chemical class 0.000 claims abstract description 29
- 150000002978 peroxides Chemical class 0.000 claims abstract description 25
- -1 halogen anhydrides Chemical class 0.000 claims abstract description 23
- 239000002904 solvent Substances 0.000 claims abstract description 18
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 16
- 150000003254 radicals Chemical class 0.000 claims abstract description 15
- 239000011734 sodium Substances 0.000 claims abstract description 14
- 239000008346 aqueous phase Substances 0.000 claims abstract description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 10
- 238000000265 homogenisation Methods 0.000 claims abstract description 9
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 8
- 238000005979 thermal decomposition reaction Methods 0.000 claims abstract description 7
- 230000003993 interaction Effects 0.000 claims abstract description 6
- 238000000746 purification Methods 0.000 claims abstract description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims abstract description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims abstract description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 5
- 239000011575 calcium Substances 0.000 claims abstract description 5
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 5
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 5
- 239000011777 magnesium Substances 0.000 claims abstract description 5
- 229910052751 metal Inorganic materials 0.000 claims abstract description 5
- 239000002184 metal Substances 0.000 claims abstract description 5
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 5
- 239000011591 potassium Substances 0.000 claims abstract description 5
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 49
- 239000001257 hydrogen Substances 0.000 claims description 49
- 150000004820 halides Chemical class 0.000 claims description 48
- 150000002431 hydrogen Chemical class 0.000 claims description 43
- 239000003999 initiator Substances 0.000 claims description 20
- 229920006395 saturated elastomer Polymers 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
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- 239000004094 surface-active agent Substances 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 8
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 239000012634 fragment Substances 0.000 claims description 5
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- 239000000126 substance Substances 0.000 abstract description 8
- 238000000354 decomposition reaction Methods 0.000 abstract description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract description 3
- 239000013543 active substance Substances 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
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- 239000010410 layer Substances 0.000 description 7
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- 230000002411 adverse Effects 0.000 description 3
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- NQGIJDNPUZEBRU-UHFFFAOYSA-N dodecanoyl chloride Chemical compound CCCCCCCCCCCC(Cl)=O NQGIJDNPUZEBRU-UHFFFAOYSA-N 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 3
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 3
- 239000012044 organic layer Substances 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 3
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- PBAYDYUZOSNJGU-UHFFFAOYSA-N chelidonic acid Natural products OC(=O)C1=CC(=O)C=C(C(O)=O)O1 PBAYDYUZOSNJGU-UHFFFAOYSA-N 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- IPIVAXLHTVNRBS-UHFFFAOYSA-N decanoyl chloride Chemical compound CCCCCCCCCC(Cl)=O IPIVAXLHTVNRBS-UHFFFAOYSA-N 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000000593 microemulsion method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000001728 nano-filtration Methods 0.000 description 1
- ZBJVLWIYKOAYQH-UHFFFAOYSA-N naphthalen-2-yl 2-hydroxybenzoate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=C(C=CC=C2)C2=C1 ZBJVLWIYKOAYQH-UHFFFAOYSA-N 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000006174 pH buffer Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- XGISHOFUAFNYQF-UHFFFAOYSA-N pentanoyl chloride Chemical compound CCCCC(Cl)=O XGISHOFUAFNYQF-UHFFFAOYSA-N 0.000 description 1
- 150000004978 peroxycarbonates Chemical class 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960000604 valproic acid Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- DYWSVUBJGFTOQC-UHFFFAOYSA-N xi-2-Ethylheptanoic acid Chemical compound CCCCCC(CC)C(O)=O DYWSVUBJGFTOQC-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
- C08F4/00—Polymerisation catalysts
- C08F4/28—Oxygen or compounds releasing free oxygen
- C08F4/32—Organic compounds
- C08F4/34—Per-compounds with one peroxy-radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/32—Peroxy compounds the —O—O— group being bound between two >C=O groups
- C07C409/34—Peroxy compounds the —O—O— group being bound between two >C=O groups both belonging to carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerization Catalysts (AREA)
- Polyethers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02075882 | 2002-03-01 | ||
| EP02075882.7 | 2002-03-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2004129308A RU2004129308A (ru) | 2005-04-10 |
| RU2318002C2 true RU2318002C2 (ru) | 2008-02-27 |
Family
ID=27771901
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2004129308/04A RU2318002C2 (ru) | 2002-03-01 | 2003-02-20 | Способ полимеризации этилен-ненасыщенных мономеров в присутствии диацилпероксидов в качестве источника свободных радикалов |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US7087693B2 (enExample) |
| EP (1) | EP1481013B1 (enExample) |
| JP (3) | JP2005519154A (enExample) |
| KR (2) | KR101128782B1 (enExample) |
| CN (1) | CN1271091C (enExample) |
| AT (1) | ATE366753T1 (enExample) |
| AU (1) | AU2003210325A1 (enExample) |
| BR (1) | BR0308080B1 (enExample) |
| CA (1) | CA2477730A1 (enExample) |
| CO (1) | CO5640051A2 (enExample) |
| DE (1) | DE60314848T2 (enExample) |
| ES (1) | ES2290478T3 (enExample) |
| IL (1) | IL163810A0 (enExample) |
| MX (1) | MXPA04008432A (enExample) |
| NO (1) | NO20044027L (enExample) |
| PL (1) | PL371120A1 (enExample) |
| RU (1) | RU2318002C2 (enExample) |
| TW (1) | TWI300068B (enExample) |
| WO (1) | WO2003074573A1 (enExample) |
| ZA (1) | ZA200407907B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2674154C2 (ru) * | 2012-09-21 | 2018-12-05 | Аркема Франс | Композиция органического пероксида, не содержащая коллоидный агент |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL371120A1 (en) * | 2002-03-01 | 2005-06-13 | Akzo Nobel N.V. | Polymerization process involving diacyl peroxides |
| EP1849804A1 (en) * | 2006-04-27 | 2007-10-31 | Arkema France | Process of free-radical polymerization or crosslinking in the presence of an organic peroxide by an ex situ process |
| EP1852418A1 (en) | 2006-04-27 | 2007-11-07 | Arkema France | Process for synthesizing selected organic peroxides |
| US8846832B2 (en) | 2009-08-06 | 2014-09-30 | Akzo Nobel Chemicals International B.V. | Storage stable and safe peroxide emulsions with a high active oxygen content |
| EP3494100B1 (en) * | 2016-07-27 | 2023-01-18 | Dow Global Technologies LLC | Monomer emulsion composition |
| US11976035B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| JP7281563B2 (ja) | 2019-06-12 | 2023-05-25 | ヌーリオン ケミカルズ インターナショナル ベスローテン フェノーツハップ | ペルオキシエステルを生成するためのプロセス |
| HUE063796T2 (hu) | 2019-06-12 | 2024-01-28 | Nouryon Chemicals Int Bv | Eljárás diacil-peroxidok elõállítására |
| JP7281564B2 (ja) | 2019-06-12 | 2023-05-25 | ヌーリオン ケミカルズ インターナショナル ベスローテン フェノーツハップ | 過酸化ジアシルを生成するためのプロセス |
| CN116396200A (zh) * | 2023-04-12 | 2023-07-07 | 兰州助剂厂股份有限公司 | 一种过氧化二异丁酰的制备方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1068014B (de) * | 1955-11-30 | 1959-10-29 | Imperial Chemical Industries Limited, London | Verfahren zur Herstellung von festen Äthylenpolymeren |
| US3502701A (en) * | 1967-05-18 | 1970-03-24 | Argus Chem | Unsymmetrical diacyl peroxides |
| US3936506A (en) * | 1971-10-29 | 1976-02-03 | Union Carbide Corporation | Preparation of unsymmetrical halogen-substituted diacyl peroxides |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4155937A (en) * | 1967-04-12 | 1979-05-22 | Polaroid Corporation | Novel polymerization initiators |
| US3652681A (en) * | 1967-10-16 | 1972-03-28 | Argus Chem | Alpha-halo substituted asymmetrical diacyl peroxides |
| GB1271646A (en) * | 1968-07-30 | 1972-04-19 | Chefaro Mij Nv | Organic peroxide compounds and process for preparing same |
| US4071677A (en) * | 1971-12-06 | 1978-01-31 | Argus Chemical Corporation | Polymerization of ethylenically unsaturated monomers employing alpha-halo substituted diacyl peroxides |
| JPS575226B1 (enExample) * | 1973-07-10 | 1982-01-29 | ||
| JPS5968303A (ja) * | 1982-10-12 | 1984-04-18 | Nippon Oil & Fats Co Ltd | 固体の有機過酸化物の水性懸濁液の製造方法 |
| JPS6097953A (ja) * | 1983-11-01 | 1985-05-31 | Nippon Oil & Fats Co Ltd | ジアシルペルオキシドの製造方法 |
| JPS60104104A (ja) * | 1983-11-09 | 1985-06-08 | Sanken Kako Kk | 塩化ビニルの重合方法 |
| JPS61130315A (ja) * | 1984-11-30 | 1986-06-18 | Nippon Oil & Fats Co Ltd | 塩化ビニル系不飽和単量体の懸濁重合方法 |
| JPH01249132A (ja) * | 1988-03-31 | 1989-10-04 | Nippon Oil & Fats Co Ltd | 有機過酸化物の水性エマルション |
| JPH02251506A (ja) * | 1989-03-27 | 1990-10-09 | Nippon Oil & Fats Co Ltd | 塩化ビニルの重合方法及び重合開始剤 |
| US5831131A (en) * | 1995-08-30 | 1998-11-03 | E. I. Du Pont De Nemours And Company | Process for preparing peroxides |
| JPH09183808A (ja) * | 1995-12-28 | 1997-07-15 | Nippon Oil & Fats Co Ltd | ジアシルペルオキシド組成物、その水性エマルション及びそれらを用いる塩化ビニル系重合体の製造方法 |
| HU230607B1 (hu) | 1998-09-21 | 2017-03-28 | Akzo Nobel N.V. | Nagyon gyors iniciátorok folytonos adagolása polimerizációs reakciók során |
| JP2000119311A (ja) * | 1998-10-16 | 2000-04-25 | Nof Corp | ラジカル重合型熱硬化性樹脂用硬化剤、それを用いた硬化物及びその製造方法 |
| US6433208B1 (en) | 1999-11-04 | 2002-08-13 | Oxy Vinyls Lp | Method for producing stable, dilute, aqueous, emulsified peroxydicarbonates by homogenization |
| PL371120A1 (en) * | 2002-03-01 | 2005-06-13 | Akzo Nobel N.V. | Polymerization process involving diacyl peroxides |
-
2003
- 2003-02-20 PL PL03371120A patent/PL371120A1/xx unknown
- 2003-02-20 CA CA002477730A patent/CA2477730A1/en not_active Abandoned
- 2003-02-20 WO PCT/EP2003/001746 patent/WO2003074573A1/en not_active Ceased
- 2003-02-20 KR KR1020047013571A patent/KR101128782B1/ko not_active Expired - Lifetime
- 2003-02-20 US US10/503,052 patent/US7087693B2/en not_active Expired - Lifetime
- 2003-02-20 MX MXPA04008432A patent/MXPA04008432A/es active IP Right Grant
- 2003-02-20 AT AT03743316T patent/ATE366753T1/de not_active IP Right Cessation
- 2003-02-20 IL IL16381003A patent/IL163810A0/xx unknown
- 2003-02-20 EP EP03743316A patent/EP1481013B1/en not_active Expired - Lifetime
- 2003-02-20 BR BRPI0308080-3A patent/BR0308080B1/pt active IP Right Grant
- 2003-02-20 JP JP2003573038A patent/JP2005519154A/ja active Pending
- 2003-02-20 RU RU2004129308/04A patent/RU2318002C2/ru active
- 2003-02-20 DE DE60314848T patent/DE60314848T2/de not_active Expired - Lifetime
- 2003-02-20 AU AU2003210325A patent/AU2003210325A1/en not_active Abandoned
- 2003-02-20 ES ES03743316T patent/ES2290478T3/es not_active Expired - Lifetime
- 2003-02-20 KR KR1020107015378A patent/KR101085427B1/ko not_active Expired - Lifetime
- 2003-02-20 CN CNB038050730A patent/CN1271091C/zh not_active Expired - Lifetime
- 2003-02-27 TW TW092104250A patent/TWI300068B/zh not_active IP Right Cessation
-
2004
- 2004-08-20 CO CO04081595A patent/CO5640051A2/es not_active Application Discontinuation
- 2004-09-24 NO NO20044027A patent/NO20044027L/no not_active Application Discontinuation
- 2004-09-30 ZA ZA2004/07907A patent/ZA200407907B/en unknown
-
2010
- 2010-11-26 JP JP2010264244A patent/JP6177493B2/ja not_active Expired - Lifetime
-
2015
- 2015-05-01 JP JP2015093804A patent/JP6199336B2/ja not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1068014B (de) * | 1955-11-30 | 1959-10-29 | Imperial Chemical Industries Limited, London | Verfahren zur Herstellung von festen Äthylenpolymeren |
| US3502701A (en) * | 1967-05-18 | 1970-03-24 | Argus Chem | Unsymmetrical diacyl peroxides |
| US3936506A (en) * | 1971-10-29 | 1976-02-03 | Union Carbide Corporation | Preparation of unsymmetrical halogen-substituted diacyl peroxides |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2674154C2 (ru) * | 2012-09-21 | 2018-12-05 | Аркема Франс | Композиция органического пероксида, не содержащая коллоидный агент |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20040096638A (ko) | 2004-11-16 |
| CN1271091C (zh) | 2006-08-23 |
| DE60314848T2 (de) | 2008-03-20 |
| ZA200407907B (en) | 2005-12-28 |
| RU2004129308A (ru) | 2005-04-10 |
| CN1639202A (zh) | 2005-07-13 |
| TW200303868A (en) | 2003-09-16 |
| ES2290478T3 (es) | 2008-02-16 |
| US7087693B2 (en) | 2006-08-08 |
| JP2005519154A (ja) | 2005-06-30 |
| BR0308080B1 (pt) | 2013-04-09 |
| MXPA04008432A (es) | 2004-11-26 |
| CA2477730A1 (en) | 2003-09-12 |
| WO2003074573A1 (en) | 2003-09-12 |
| AU2003210325A1 (en) | 2003-09-16 |
| JP2011080079A (ja) | 2011-04-21 |
| JP2015163711A (ja) | 2015-09-10 |
| US20050119501A1 (en) | 2005-06-02 |
| KR101085427B1 (ko) | 2011-11-21 |
| NO20044027L (no) | 2004-10-15 |
| TWI300068B (en) | 2008-08-21 |
| EP1481013B1 (en) | 2007-07-11 |
| EP1481013A1 (en) | 2004-12-01 |
| PL371120A1 (en) | 2005-06-13 |
| CO5640051A2 (es) | 2006-05-31 |
| JP6177493B2 (ja) | 2017-08-09 |
| IL163810A0 (en) | 2005-12-18 |
| DE60314848D1 (de) | 2007-08-23 |
| KR101128782B1 (ko) | 2012-03-28 |
| ATE366753T1 (de) | 2007-08-15 |
| KR20100093593A (ko) | 2010-08-25 |
| BR0308080A (pt) | 2004-12-21 |
| JP6199336B2 (ja) | 2017-09-20 |
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