CA1061946A - Crosslinking of polyolefines - Google Patents
Crosslinking of polyolefinesInfo
- Publication number
- CA1061946A CA1061946A CA263,104A CA263104A CA1061946A CA 1061946 A CA1061946 A CA 1061946A CA 263104 A CA263104 A CA 263104A CA 1061946 A CA1061946 A CA 1061946A
- Authority
- CA
- Canada
- Prior art keywords
- crosslinking
- polymer
- compounds
- polyolefines
- polyolefine
- 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.)
- Expired
Links
- 229920000098 polyolefin Polymers 0.000 title claims abstract description 25
- 238000004132 cross linking Methods 0.000 title claims description 22
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 20
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 150000002431 hydrogen Chemical group 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 8
- -1 poly ethylene Polymers 0.000 claims description 7
- 239000004698 Polyethylene Substances 0.000 claims description 4
- 229920000573 polyethylene Polymers 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 31
- 229920000642 polymer Polymers 0.000 description 30
- 235000013350 formula milk Nutrition 0.000 description 13
- 238000004898 kneading Methods 0.000 description 12
- 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 6
- 238000002156 mixing Methods 0.000 description 5
- 150000001451 organic peroxides Chemical class 0.000 description 5
- HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 description 4
- WQJUBZMZVKITBU-UHFFFAOYSA-N (3,4-dimethyl-4-phenylhexan-3-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(CC)C(C)(CC)C1=CC=CC=C1 WQJUBZMZVKITBU-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000155 melt Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000007493 shaping process Methods 0.000 description 3
- 239000001273 butane Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 2
- 239000012969 di-tertiary-butyl peroxide Substances 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- QYRGJWYDKMXJGO-UHFFFAOYSA-N (2,3-dimethyl-2-phenylpentan-3-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(C)C(C)(CC)C1=CC=CC=C1 QYRGJWYDKMXJGO-UHFFFAOYSA-N 0.000 description 1
- QJZNVNKOSYSOKB-UHFFFAOYSA-N (2,4,5,7-tetramethyl-5-phenyloctan-4-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(CC(C)C)C(C)(CC(C)C)C1=CC=CC=C1 QJZNVNKOSYSOKB-UHFFFAOYSA-N 0.000 description 1
- ZHPLXSQTGBNACT-UHFFFAOYSA-N (2-methyl-3-phenylbutan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(C)C(C)C1=CC=CC=C1 ZHPLXSQTGBNACT-UHFFFAOYSA-N 0.000 description 1
- PYJRTMLRHSXSLS-UHFFFAOYSA-N (3,4-diethyl-4-phenylhexan-3-yl)benzene Chemical compound C=1C=CC=CC=1C(CC)(CC)C(CC)(CC)C1=CC=CC=C1 PYJRTMLRHSXSLS-UHFFFAOYSA-N 0.000 description 1
- GILLFUTZHTYPKD-UHFFFAOYSA-N (4,5-diethyl-2,7-dimethyl-5-phenyloctan-4-yl)benzene Chemical compound C=1C=CC=CC=1C(CC)(CC(C)C)C(CC(C)C)(CC)C1=CC=CC=C1 GILLFUTZHTYPKD-UHFFFAOYSA-N 0.000 description 1
- FXZUNYSERRARHT-UHFFFAOYSA-N (4,5-dimethyl-5-phenyloctan-4-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(CCC)C(C)(CCC)C1=CC=CC=C1 FXZUNYSERRARHT-UHFFFAOYSA-N 0.000 description 1
- YLMQLADQIJLLDJ-UHFFFAOYSA-N (5,6-dimethyl-6-phenyldecan-5-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(CCCC)C(C)(CCCC)C1=CC=CC=C1 YLMQLADQIJLLDJ-UHFFFAOYSA-N 0.000 description 1
- YGJNFIONHJMPPI-UHFFFAOYSA-N (5-phenyl-4,5-dipropyloctan-4-yl)benzene Chemical compound C=1C=CC=CC=1C(CCC)(CCC)C(CCC)(CCC)C1=CC=CC=C1 YGJNFIONHJMPPI-UHFFFAOYSA-N 0.000 description 1
- KAHJDFOFOJOPTI-UHFFFAOYSA-N (6,7-dimethyl-7-phenyldodecan-6-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(CCCCC)C(C)(CCCCC)C1=CC=CC=C1 KAHJDFOFOJOPTI-UHFFFAOYSA-N 0.000 description 1
- JEROIDAHVQBTIU-UHFFFAOYSA-N (7,8-dimethyl-8-phenyltetradecan-7-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(CCCCCC)C(C)(CCCCCC)C1=CC=CC=C1 JEROIDAHVQBTIU-UHFFFAOYSA-N 0.000 description 1
- DTVHTGANUBTKPO-UHFFFAOYSA-N 1-[2,3-dimethyl-3-(4-methylphenyl)butan-2-yl]-4-methylbenzene Chemical compound C1=CC(C)=CC=C1C(C)(C)C(C)(C)C1=CC=C(C)C=C1 DTVHTGANUBTKPO-UHFFFAOYSA-N 0.000 description 1
- WKTKHDLULKOHKW-UHFFFAOYSA-N 1-methoxy-4-[3-(4-methoxyphenyl)-2,3-dimethylbutan-2-yl]benzene Chemical compound C1=CC(OC)=CC=C1C(C)(C)C(C)(C)C1=CC=C(OC)C=C1 WKTKHDLULKOHKW-UHFFFAOYSA-N 0.000 description 1
- NGCFVIRRWORSML-UHFFFAOYSA-N 3-phenylbutan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)C(C)C1=CC=CC=C1 NGCFVIRRWORSML-UHFFFAOYSA-N 0.000 description 1
- YJUPRJDYXOSBRO-UHFFFAOYSA-N 3-phenylhexan-3-ylbenzene Chemical compound C=1C=CC=CC=1C(CC)(CCC)C1=CC=CC=C1 YJUPRJDYXOSBRO-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical group CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000010382 chemical cross-linking Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000007970 homogeneous dispersion Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229940038597 peroxide anti-acne preparations for topical use Drugs 0.000 description 1
- 125000002081 peroxide group Chemical group 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000007348 radical reaction Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 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
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic 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
- C08K5/01—Hydrocarbons
-
- 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
- C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
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)
- Processes Of Treating Macromolecular Substances (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Developing Agents For Electrophotography (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2545789A DE2545789C3 (de) | 1975-10-13 | 1975-10-13 | Vernetzung von Polyolefinen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1061946A true CA1061946A (en) | 1979-09-04 |
Family
ID=5959024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA263,104A Expired CA1061946A (en) | 1975-10-13 | 1976-10-12 | Crosslinking of polyolefines |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4027080A (enExample) |
| JP (1) | JPS5247845A (enExample) |
| BE (1) | BE847200A (enExample) |
| BR (1) | BR7606787A (enExample) |
| CA (1) | CA1061946A (enExample) |
| DE (1) | DE2545789C3 (enExample) |
| ES (1) | ES452343A1 (enExample) |
| FR (1) | FR2328010A1 (enExample) |
| GB (1) | GB1567028A (enExample) |
| IT (1) | IT1069143B (enExample) |
| NL (1) | NL7611017A (enExample) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5630936U (enExample) * | 1979-08-20 | 1981-03-25 | ||
| JPS58211166A (ja) * | 1982-06-02 | 1983-12-08 | Canon Inc | トナ−の製造方法 |
| JPH02247237A (ja) * | 1989-03-20 | 1990-10-03 | Nippon Oil Co Ltd | 超高耐熱性樹脂及びその製造方法 |
| IT1264437B1 (it) * | 1993-05-13 | 1996-09-23 | Spherilene Srl | Polimeri del propilene aggraffati con polialchenileni e processo per la loro preparazione |
| US6967229B2 (en) | 2003-07-07 | 2005-11-22 | Acushnet Company | Carbon-carbon initiators for use in golf balls |
| JP4755399B2 (ja) * | 2004-02-26 | 2011-08-24 | 第一工業製薬株式会社 | 難燃性スチレン系樹脂組成物 |
| JP4395840B2 (ja) * | 2004-09-01 | 2010-01-13 | 第一工業製薬株式会社 | プラスチック用臭素系難燃剤組成物 |
| US20100324247A1 (en) * | 2006-10-20 | 2010-12-23 | Zeon Corporation | Polymerizable composition, crosslinkable resin, and production methods and applications thereof |
| DE602007012821D1 (de) * | 2007-01-09 | 2011-04-14 | Borealis Tech Oy | Vernetzungsmittel |
| US8968117B2 (en) | 2007-07-03 | 2015-03-03 | Acushnet Company | Dual-core comprising zero gradient center and positive gradient outer core layer |
| US9056227B2 (en) | 2007-07-03 | 2015-06-16 | Acushnet Company | Golf ball comprising a core having a shallow hardness gradient |
| CN102099190B (zh) * | 2008-07-10 | 2015-06-03 | 北欧化工股份公司 | 一种可交联聚合物的组合物 |
| US9586370B2 (en) | 2013-08-15 | 2017-03-07 | Biomet Manufacturing, Llc | Method for making ultra high molecular weight polyethylene |
| US20150368375A1 (en) * | 2014-06-24 | 2015-12-24 | Biomet Manufacturing, Llc | Methods For Making Crosslinked Ultra High Molecular Weight Polyethylene |
| WO2016106117A1 (en) * | 2014-12-23 | 2016-06-30 | Dow Global Technologies Llc | Process for preparing a modified ethylene-based polymer using a hydrocarbon initiator |
| BR112018013948B1 (pt) * | 2016-01-28 | 2022-08-16 | Dow Global Technologies Llc | Processo para formar uma composição, composição e artigo |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB908224A (en) * | 1959-06-22 | 1962-10-17 | Bx Plastics Ltd | A process for increasing the transparency of polyethylene |
| DE1258530C2 (de) * | 1964-11-05 | 1976-01-02 | Chemische Werke Hüls AG, 4370 Mari | Verfahren zum verkleben von teilen aus polybuten-(1) |
| GB1221822A (en) * | 1967-10-10 | 1971-02-10 | Bakelite Xylonite Ltd | Improvements in and relating to polymer compositions |
| US3651011A (en) * | 1969-06-11 | 1972-03-21 | Allied Chem | Cyclization of 1 2-polybutadiene in the presence of phenolic antioxidants |
| BE757383A (fr) * | 1969-10-13 | 1971-04-13 | Phillips Petroleum Co | Compositions ignifuges et systemes d'additifs pour celles-ci |
| US3944511A (en) * | 1971-08-23 | 1976-03-16 | Owens-Illinois, Inc. | Chemically modified polymers |
| DE2254261C3 (de) * | 1972-11-06 | 1981-09-10 | Basf Ag, 6700 Ludwigshafen | Schwerbrennbare Formmassen auf der Basis von Polymerisaten des Propylens |
-
1975
- 1975-10-13 DE DE2545789A patent/DE2545789C3/de not_active Expired
-
1976
- 1976-09-22 US US05/725,370 patent/US4027080A/en not_active Expired - Lifetime
- 1976-10-06 NL NL7611017A patent/NL7611017A/xx not_active Application Discontinuation
- 1976-10-06 IT IT69399/76A patent/IT1069143B/it active
- 1976-10-11 FR FR7630694A patent/FR2328010A1/fr active Granted
- 1976-10-11 BR BR7606787A patent/BR7606787A/pt unknown
- 1976-10-12 CA CA263,104A patent/CA1061946A/en not_active Expired
- 1976-10-13 BE BE171440A patent/BE847200A/xx not_active IP Right Cessation
- 1976-10-13 JP JP51122713A patent/JPS5247845A/ja active Pending
- 1976-10-13 GB GB42511/76A patent/GB1567028A/en not_active Expired
- 1976-10-13 ES ES452343A patent/ES452343A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1567028A (en) | 1980-05-08 |
| FR2328010A1 (fr) | 1977-05-13 |
| BR7606787A (pt) | 1977-08-30 |
| US4027080A (en) | 1977-05-31 |
| DE2545789A1 (de) | 1977-04-21 |
| JPS5247845A (en) | 1977-04-16 |
| BE847200A (fr) | 1977-04-13 |
| ES452343A1 (es) | 1977-11-01 |
| FR2328010B1 (enExample) | 1982-12-10 |
| DE2545789B2 (de) | 1979-05-10 |
| NL7611017A (nl) | 1977-04-15 |
| IT1069143B (it) | 1985-03-25 |
| DE2545789C3 (de) | 1980-01-03 |
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