DE2660923C2 - Masse zur Herstellung von vernetztem Polyäthylen hoher Dichte und Verfahren zu dessen Herstellung - Google Patents
Masse zur Herstellung von vernetztem Polyäthylen hoher Dichte und Verfahren zu dessen HerstellungInfo
- Publication number
- DE2660923C2 DE2660923C2 DE2660923A DE2660923A DE2660923C2 DE 2660923 C2 DE2660923 C2 DE 2660923C2 DE 2660923 A DE2660923 A DE 2660923A DE 2660923 A DE2660923 A DE 2660923A DE 2660923 C2 DE2660923 C2 DE 2660923C2
- Authority
- DE
- Germany
- Prior art keywords
- radical
- udf54
- udf53
- radicals
- methyl
- 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
- 229920001903 high density polyethylene Polymers 0.000 title claims description 25
- 239000004700 high-density polyethylene Substances 0.000 title claims description 25
- 238000000034 method Methods 0.000 title claims description 20
- 238000004519 manufacturing process Methods 0.000 title description 2
- -1 alkyl radical Chemical group 0.000 claims description 36
- 239000000203 mixture Substances 0.000 claims description 22
- 150000003254 radicals Chemical class 0.000 claims description 20
- 239000004698 Polyethylene Substances 0.000 claims description 12
- 229920000573 polyethylene Polymers 0.000 claims description 12
- 239000003431 cross linking reagent Substances 0.000 claims description 11
- 150000001451 organic peroxides Chemical class 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 6
- WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 claims 2
- 238000004132 cross linking Methods 0.000 description 24
- 150000002978 peroxides Chemical class 0.000 description 24
- 125000004122 cyclic group Chemical group 0.000 description 15
- 239000011347 resin Substances 0.000 description 11
- 229920005989 resin Polymers 0.000 description 11
- 238000002156 mixing Methods 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- 238000000465 moulding Methods 0.000 description 6
- JGBAASVQPMTVHO-UHFFFAOYSA-N 2,5-dihydroperoxy-2,5-dimethylhexane Chemical compound OOC(C)(C)CCC(C)(C)OO JGBAASVQPMTVHO-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 125000004185 ester group Chemical group 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- YOVXRIACERVBAG-AJQRHIRFSA-N (3e,5e)-6-hydroxy-2-oxo-6-phenylhexa-3,5-dienoic acid Chemical compound OC(=O)C(=O)\C=C\C=C(\O)C1=CC=CC=C1 YOVXRIACERVBAG-AJQRHIRFSA-N 0.000 description 3
- ZFNNMKJYTJJZOT-UHFFFAOYSA-N 3,6-dihydroperoxy-3,6-dimethyloctane Chemical compound CCC(C)(OO)CCC(C)(CC)OO ZFNNMKJYTJJZOT-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- FPCCSQOGAWCVBH-UHFFFAOYSA-N ketanserin Chemical compound C1=CC(F)=CC=C1C(=O)C1CCN(CCN2C(C3=CC=CC=C3NC2=O)=O)CC1 FPCCSQOGAWCVBH-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000001175 rotational moulding Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 125000005599 alkyl carboxylate group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000748 compression moulding Methods 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 2
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 2
- 229940011051 isopropyl acetate Drugs 0.000 description 2
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 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
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920003020 cross-linked polyethylene Polymers 0.000 description 1
- 239000004703 cross-linked polyethylene Substances 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012254 powdered material Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
-
- 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
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/159—Heterocyclic compounds having oxygen in the ring having more than two oxygen atoms in the ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Detergent Compositions (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59178375A | 1975-06-30 | 1975-06-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2660923C2 true DE2660923C2 (de) | 1987-03-19 |
Family
ID=24367920
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2600656A Expired DE2600656C2 (de) | 1975-06-30 | 1976-01-09 | Cyclische Peroxide |
| DE2660923A Expired DE2660923C2 (de) | 1975-06-30 | 1976-01-09 | Masse zur Herstellung von vernetztem Polyäthylen hoher Dichte und Verfahren zu dessen Herstellung |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2600656A Expired DE2600656C2 (de) | 1975-06-30 | 1976-01-09 | Cyclische Peroxide |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5946266B2 (fr) |
| BE (1) | BE841877A (fr) |
| DE (2) | DE2600656C2 (fr) |
| FR (1) | FR2316226A1 (fr) |
| GB (2) | GB1530044A (fr) |
| IT (1) | IT1053348B (fr) |
| SE (2) | SE414778B (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5329049Y2 (fr) * | 1973-02-14 | 1978-07-21 | ||
| US4276247A (en) * | 1980-02-19 | 1981-06-30 | Argus Chemical Corporation | Cyclic peroxyketal cross-linking/blowing agents for polyethylene |
| JPS5783509A (en) * | 1980-11-13 | 1982-05-25 | Suriibondo:Kk | Anaerobic curable composition |
| HU216142B (hu) * | 1994-07-21 | 1999-04-28 | Akzo Nobel N.V. | Ciklusos keton-peroxidokat tartalmazó kompozíciók, és azok alkalmazása (ko)polimerek módosítására |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1544735A1 (de) * | 1963-02-16 | 1969-07-17 | Dynamit Nobel Ag | Verfahren zur Vernetzung von Polyolefinen,wie Polyaethylen |
| GB1199456A (en) * | 1966-11-23 | 1970-07-22 | Elektrochem Werke Muenchen Ag | A process for Cross-Linking Thermoplastic Polymers |
| US3579541A (en) * | 1968-06-04 | 1971-05-18 | Reichhold Chemicals Inc | Cyclic diperoxides |
| GB1329859A (en) * | 1970-11-06 | 1973-09-12 | Monsanto Chemicals | Polymerisation process |
-
1976
- 1976-01-09 DE DE2600656A patent/DE2600656C2/de not_active Expired
- 1976-01-09 DE DE2660923A patent/DE2660923C2/de not_active Expired
- 1976-01-13 GB GB21096/78A patent/GB1530044A/en not_active Expired
- 1976-01-13 GB GB1248/76A patent/GB1530043A/en not_active Expired
- 1976-01-20 IT IT47700/76A patent/IT1053348B/it active
- 1976-01-20 FR FR7601470A patent/FR2316226A1/fr active Granted
- 1976-01-21 JP JP51005769A patent/JPS5946266B2/ja not_active Expired
- 1976-01-28 SE SE7600891A patent/SE414778B/xx not_active IP Right Cessation
- 1976-05-14 BE BE167076A patent/BE841877A/fr not_active IP Right Cessation
-
1978
- 1978-12-15 SE SE7812928A patent/SE434514B/sv not_active IP Right Cessation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1544735A1 (de) * | 1963-02-16 | 1969-07-17 | Dynamit Nobel Ag | Verfahren zur Vernetzung von Polyolefinen,wie Polyaethylen |
| GB1199456A (en) * | 1966-11-23 | 1970-07-22 | Elektrochem Werke Muenchen Ag | A process for Cross-Linking Thermoplastic Polymers |
| US3579541A (en) * | 1968-06-04 | 1971-05-18 | Reichhold Chemicals Inc | Cyclic diperoxides |
| GB1329859A (en) * | 1970-11-06 | 1973-09-12 | Monsanto Chemicals | Polymerisation process |
Non-Patent Citations (1)
| Title |
|---|
| Kunststoff-Handbuch, Bd. IV, Polyolefine, 1969, Tabelle 3.5.2.6. * |
Also Published As
| Publication number | Publication date |
|---|---|
| SE434514B (sv) | 1984-07-30 |
| FR2316226A1 (fr) | 1977-01-28 |
| GB1530044A (en) | 1978-10-25 |
| IT1053348B (it) | 1981-08-31 |
| DE2600656C2 (de) | 1985-03-21 |
| JPS5946266B2 (ja) | 1984-11-12 |
| GB1530043A (en) | 1978-10-25 |
| BE841877A (fr) | 1976-09-01 |
| SE7600891L (sv) | 1976-12-31 |
| SE7812928L (sv) | 1978-12-15 |
| SE414778B (sv) | 1980-08-18 |
| DE2600656A1 (de) | 1977-01-27 |
| FR2316226B1 (fr) | 1980-07-11 |
| JPS528053A (en) | 1977-01-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| Q172 | Divided out of (supplement): |
Ref country code: DE Ref document number: 2600656 |
|
| 8110 | Request for examination paragraph 44 | ||
| 8181 | Inventor (new situation) |
Free format text: PASTORINO, RONALD L., LARKSPUR, CALIF., US LEWIS, ROGER N., MARTINEZ, CALIF., US |
|
| AC | Divided out of |
Ref country code: DE Ref document number: 2600656 Format of ref document f/p: P |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |