CA1075395A - Process for preparing impact resistant polyvinyl aromatics - Google Patents
Process for preparing impact resistant polyvinyl aromaticsInfo
- Publication number
- CA1075395A CA1075395A CA259,017A CA259017A CA1075395A CA 1075395 A CA1075395 A CA 1075395A CA 259017 A CA259017 A CA 259017A CA 1075395 A CA1075395 A CA 1075395A
- Authority
- CA
- Canada
- Prior art keywords
- carbon atoms
- radical
- weight
- formula
- vinyl aromatic
- 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
- 238000004519 manufacturing process Methods 0.000 title abstract description 3
- 229920006216 polyvinyl aromatic Polymers 0.000 title abstract 2
- 238000000034 method Methods 0.000 claims abstract description 25
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 16
- 239000000178 monomer Substances 0.000 claims abstract description 12
- 238000010557 suspension polymerization reaction Methods 0.000 claims abstract description 8
- 239000000725 suspension Substances 0.000 claims abstract description 4
- -1 alkyl radical Chemical class 0.000 claims description 45
- 125000004432 carbon atom Chemical group C* 0.000 claims description 28
- 229920001971 elastomer Polymers 0.000 claims description 14
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 10
- 239000005060 rubber Substances 0.000 claims description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 239000001301 oxygen Substances 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 239000003999 initiator Substances 0.000 claims description 8
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical compound OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 claims description 7
- 238000012662 bulk polymerization Methods 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005977 Ethylene Substances 0.000 claims description 5
- 238000005260 corrosion Methods 0.000 claims description 5
- 230000007797 corrosion Effects 0.000 claims description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 5
- 229920000578 graft copolymer Polymers 0.000 claims description 4
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 3
- 238000011065 in-situ storage Methods 0.000 claims description 2
- 150000001993 dienes Chemical class 0.000 claims 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims 1
- 150000001723 carbon free-radicals Chemical class 0.000 claims 1
- 150000002148 esters Chemical class 0.000 abstract description 3
- 230000000379 polymerizing effect Effects 0.000 abstract description 2
- 229920003244 diene elastomer Polymers 0.000 abstract 1
- 239000003505 polymerization initiator Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 description 11
- 239000000047 product Substances 0.000 description 9
- 229940038597 peroxide anti-acne preparations for topical use Drugs 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- 238000007792 addition Methods 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 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 2
- OJOWICOBYCXEKR-UHFFFAOYSA-N 5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=CC)CC1C=C2 OJOWICOBYCXEKR-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- JGBAASVQPMTVHO-UHFFFAOYSA-N 2,5-dihydroperoxy-2,5-dimethylhexane Chemical compound OOC(C)(C)CCC(C)(C)OO JGBAASVQPMTVHO-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
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- FBEDQPGLIKZGIN-UHFFFAOYSA-N 2-methyloct-1-ene Chemical compound CCCCCCC(C)=C FBEDQPGLIKZGIN-UHFFFAOYSA-N 0.000 description 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 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
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- MHMCJDYKBVWSLN-UHFFFAOYSA-N CCCCCC(C)(C)C(=O)OO Chemical group CCCCCC(C)(C)C(=O)OO MHMCJDYKBVWSLN-UHFFFAOYSA-N 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 240000001987 Pyrus communis Species 0.000 description 1
- 238000003436 Schotten-Baumann reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- YBOZNTGUYASNRA-UHFFFAOYSA-N beta-Methyl-beta-octylen Natural products CCCCCC=C(C)C YBOZNTGUYASNRA-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- GMGLYSIINJPYLI-UHFFFAOYSA-N butan-2-one;propan-2-one Chemical compound CC(C)=O.CCC(C)=O GMGLYSIINJPYLI-UHFFFAOYSA-N 0.000 description 1
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical group CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 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
- HJYKWKJPUPQEBI-UHFFFAOYSA-N butyl octaneperoxoate Chemical group CCCCCCCC(=O)OOCCCC HJYKWKJPUPQEBI-UHFFFAOYSA-N 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 239000001913 cellulose Chemical class 0.000 description 1
- 229920002678 cellulose Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- GDNCXORZAMVMIW-UHFFFAOYSA-N dodecane Chemical compound [CH2]CCCCCCCCCCC GDNCXORZAMVMIW-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000011953 free-radical catalyst Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- MDLWEBWGXACWGE-UHFFFAOYSA-N octadecane Chemical compound [CH2]CCCCCCCCCCCCCCCCC MDLWEBWGXACWGE-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 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
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 235000019394 potassium persulphate Nutrition 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000007864 suspending Methods 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 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
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
- C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
- C08F255/06—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms on to ethene-propene-diene terpolymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Polymerization Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2536262A DE2536262C2 (de) | 1975-08-14 | 1975-08-14 | Verfahren zur Herstellung von schlagzähen Polyvinylaromaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1075395A true CA1075395A (en) | 1980-04-08 |
Family
ID=5953987
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA259,017A Expired CA1075395A (en) | 1975-08-14 | 1976-08-13 | Process for preparing impact resistant polyvinyl aromatics |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4088712A (enExample) |
| JP (1) | JPS5223195A (enExample) |
| AT (1) | AT342296B (enExample) |
| AU (1) | AU501289B2 (enExample) |
| BE (1) | BE845238R (enExample) |
| CA (1) | CA1075395A (enExample) |
| DE (1) | DE2536262C2 (enExample) |
| DK (1) | DK141584C (enExample) |
| FR (1) | FR2320960A2 (enExample) |
| GB (1) | GB1514408A (enExample) |
| IE (1) | IE43416B1 (enExample) |
| IT (1) | IT1065109B (enExample) |
| LU (1) | LU75598A1 (enExample) |
| NL (1) | NL171277C (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59126155U (ja) * | 1983-02-15 | 1984-08-24 | 日産自動車株式会社 | 内燃機関の冷却液通路装置 |
| JPS60245662A (ja) * | 1984-05-18 | 1985-12-05 | Sumitomo Naugatuck Co Ltd | 耐候性樹脂組成物 |
| US4859745A (en) * | 1987-12-22 | 1989-08-22 | The Dow Chemical Company | Stratified fibrous fluoropolymer compositions and process for forming such fluoropolymers |
| US5079268A (en) * | 1989-06-23 | 1992-01-07 | Shell Research Limited | Poly(alkenyl substituted aromatic) and elastomer containing polymer compositions and process for their preparation |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3515774A (en) * | 1967-06-26 | 1970-06-02 | Monsanto Co | Process for the production of polyblends |
| GB1344988A (en) * | 1970-06-05 | 1974-01-23 | Bp Chem Int Ltd | Polymerisation process and products |
| NL162932C (nl) * | 1971-04-10 | 1980-07-15 | Stamicarbon | Werkwijze voor het bereiden van entcopolymeren. |
| DE2262610B2 (de) * | 1972-12-21 | 1980-01-03 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung schlagfester Styrolpolymerisate |
| JPS515863B2 (enExample) * | 1973-01-06 | 1976-02-23 | ||
| DE2400495B2 (de) * | 1974-01-05 | 1976-02-26 | Chemische Werke Hüls AG, 4370 Mari | Verfahren zur herstellung von schlagfesten styrolpfropfpolymerisaten |
| DE2410918C2 (de) * | 1974-03-07 | 1982-08-19 | Hoechst Ag, 6000 Frankfurt | Schlagzähes Vinylaromat-Pfropf-Copolymer |
-
1975
- 1975-08-14 DE DE2536262A patent/DE2536262C2/de not_active Expired
-
1976
- 1976-03-12 IT IT26260/76A patent/IT1065109B/it active
- 1976-08-09 NL NLAANVRAGE7608830,A patent/NL171277C/xx active Search and Examination
- 1976-08-12 US US05/713,886 patent/US4088712A/en not_active Expired - Lifetime
- 1976-08-12 AU AU16810/76A patent/AU501289B2/en not_active Expired
- 1976-08-12 GB GB33598/76A patent/GB1514408A/en not_active Expired
- 1976-08-13 IE IE1800/76A patent/IE43416B1/en unknown
- 1976-08-13 CA CA259,017A patent/CA1075395A/en not_active Expired
- 1976-08-13 DK DK366676A patent/DK141584C/da active
- 1976-08-13 AT AT604976A patent/AT342296B/de not_active IP Right Cessation
- 1976-08-13 JP JP51096190A patent/JPS5223195A/ja active Pending
- 1976-08-13 LU LU75598A patent/LU75598A1/xx unknown
- 1976-08-16 BE BE169852A patent/BE845238R/xx not_active IP Right Cessation
- 1976-08-16 FR FR7624863A patent/FR2320960A2/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2320960B2 (enExample) | 1983-07-22 |
| NL7608830A (nl) | 1977-02-16 |
| DK366676A (da) | 1977-02-15 |
| NL171277C (nl) | 1983-03-01 |
| DE2536262A1 (de) | 1977-02-24 |
| IT1065109B (it) | 1985-02-25 |
| DK141584C (da) | 1980-10-06 |
| FR2320960A2 (fr) | 1977-03-11 |
| BE845238R (fr) | 1977-02-16 |
| AU1681076A (en) | 1978-02-16 |
| IE43416L (en) | 1977-02-14 |
| GB1514408A (en) | 1978-06-14 |
| DK141584B (da) | 1980-04-28 |
| AT342296B (de) | 1978-03-28 |
| JPS5223195A (en) | 1977-02-21 |
| NL171277B (nl) | 1982-10-01 |
| US4088712A (en) | 1978-05-09 |
| AU501289B2 (en) | 1979-06-14 |
| DE2536262C2 (de) | 1983-12-08 |
| ATA604976A (de) | 1977-07-15 |
| LU75598A1 (enExample) | 1977-04-22 |
| IE43416B1 (en) | 1981-02-25 |
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