DE2338709C2 - Farblose Oligomere des Disopropylbenzols, Verfahren zu ihrer Herstellung und ihre Verwendung - Google Patents
Farblose Oligomere des Disopropylbenzols, Verfahren zu ihrer Herstellung und ihre VerwendungInfo
- Publication number
- DE2338709C2 DE2338709C2 DE2338709A DE2338709A DE2338709C2 DE 2338709 C2 DE2338709 C2 DE 2338709C2 DE 2338709 A DE2338709 A DE 2338709A DE 2338709 A DE2338709 A DE 2338709A DE 2338709 C2 DE2338709 C2 DE 2338709C2
- Authority
- DE
- Germany
- Prior art keywords
- diisopropylbenzene
- weight
- parts
- oligomers
- percent
- 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
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 3
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 13
- -1 peroxy compound Chemical class 0.000 claims description 10
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical group CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 claims description 8
- 239000003638 chemical reducing agent Substances 0.000 claims description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 6
- UNEATYXSUBPPKP-UHFFFAOYSA-N 1,3-Diisopropylbenzene Chemical group CC(C)C1=CC=CC(C(C)C)=C1 UNEATYXSUBPPKP-UHFFFAOYSA-N 0.000 claims description 5
- 238000005727 Friedel-Crafts reaction Methods 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 229920001169 thermoplastic Polymers 0.000 claims description 4
- 239000004416 thermosoftening plastic Substances 0.000 claims description 3
- 150000005526 organic bromine compounds Chemical class 0.000 claims description 2
- 125000005605 benzo group Chemical group 0.000 claims 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 150000002978 peroxides Chemical class 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000012360 testing method Methods 0.000 description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- 230000008033 biological extinction Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920000098 polyolefin Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 3
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
- FOWFTUIEHKGXNV-UHFFFAOYSA-N CC(C)(C)C(C1=CC=CC=C11)(C2=CC=CC=C2)OC1=O.OO Chemical compound CC(C)(C)C(C1=CC=CC=C11)(C2=CC=CC=C2)OC1=O.OO FOWFTUIEHKGXNV-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052793 cadmium Inorganic materials 0.000 description 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 2
- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical group CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000012279 sodium borohydride Substances 0.000 description 2
- 229910000033 sodium borohydride Inorganic materials 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 description 1
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical group CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- DFFDSQBEGQFJJU-UHFFFAOYSA-M butyl carbonate Chemical compound CCCCOC([O-])=O DFFDSQBEGQFJJU-UHFFFAOYSA-M 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- JGDFBJMWFLXCLJ-UHFFFAOYSA-N copper chromite Chemical compound [Cu]=O.[Cu]=O.O=[Cr]O[Cr]=O JGDFBJMWFLXCLJ-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- OWAQGBSFGKBQQS-UHFFFAOYSA-N phosphorous acid;sodium Chemical compound [Na].OP(O)O OWAQGBSFGKBQQS-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000003039 volatile agent Substances 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon 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
- C08K5/01—Hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
-
- 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
- Y10S521/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S521/907—Nonurethane flameproofed cellular product
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fireproofing Substances (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2338709A DE2338709C2 (de) | 1973-07-31 | 1973-07-31 | Farblose Oligomere des Disopropylbenzols, Verfahren zu ihrer Herstellung und ihre Verwendung |
| NL7409482A NL7409482A (nl) | 1973-07-31 | 1974-07-12 | Werkwijze voor het bereiden van oligomeren van diisopropylbenzeen. |
| IT25500/74A IT1017396B (it) | 1973-07-31 | 1974-07-23 | Oligomeri del diisopropilbenzene |
| BE146893A BE818035A (fr) | 1973-07-31 | 1974-07-24 | Oligomeres du diisopropyl-benzene |
| SE7409662A SE387623B (sv) | 1973-07-31 | 1974-07-25 | Forfarande for framstellning av en diisopropylbensenoligomer, varvid anvendes en organisk peroxiforening i nervaro av ett oorganiskt reduktionsmedel |
| US491625A US3914329A (en) | 1973-07-31 | 1974-07-25 | Oligomers of diisopropylbenzene |
| FR7426080A FR2239439B1 (enExample) | 1973-07-31 | 1974-07-26 | |
| GB3351774A GB1468695A (en) | 1973-07-31 | 1974-07-30 | Dehydro-oligomers of diisopropylbenzene |
| JP49087105A JPS5045100A (enExample) | 1973-07-31 | 1974-07-31 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2338709A DE2338709C2 (de) | 1973-07-31 | 1973-07-31 | Farblose Oligomere des Disopropylbenzols, Verfahren zu ihrer Herstellung und ihre Verwendung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2338709B1 DE2338709B1 (de) | 1974-09-26 |
| DE2338709C2 true DE2338709C2 (de) | 1975-05-22 |
Family
ID=5888432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2338709A Expired DE2338709C2 (de) | 1973-07-31 | 1973-07-31 | Farblose Oligomere des Disopropylbenzols, Verfahren zu ihrer Herstellung und ihre Verwendung |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3914329A (enExample) |
| JP (1) | JPS5045100A (enExample) |
| BE (1) | BE818035A (enExample) |
| DE (1) | DE2338709C2 (enExample) |
| FR (1) | FR2239439B1 (enExample) |
| GB (1) | GB1468695A (enExample) |
| IT (1) | IT1017396B (enExample) |
| NL (1) | NL7409482A (enExample) |
| SE (1) | SE387623B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110204410A (zh) * | 2019-06-13 | 2019-09-06 | 武汉理工大学 | 一种1,4-二异丙苯齐聚物的制备方法 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2708447A1 (de) * | 1976-03-06 | 1977-09-08 | Ciba Geigy Ag | Flammhemmende polymerzusammensetzungen |
| DE2906336C3 (de) * | 1979-02-19 | 1982-01-07 | Chemische Werke Hüls AG, 4370 Marl | Feinteilige selbstverlöschende expandierbare Styrolpolymerisate |
| IT1271419B (it) * | 1993-08-11 | 1997-05-28 | Himont Inc | Composizioni per fibre poliolefiniche aventi migliorate caratteristiche di resistenza alla fiamma ed assenza di corrosivita' |
| EP2014707B1 (en) * | 2007-07-12 | 2014-04-23 | Borealis Technology Oy | Modified polymer compositions, modification process and free radical generating agents for i.a. wire and cable applications |
| CN119191928B (zh) * | 2024-11-26 | 2025-08-01 | 浙江材华科技有限公司 | 一种聚联枯及其制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1486273A (enExample) * | 1965-07-09 | 1967-10-05 |
-
1973
- 1973-07-31 DE DE2338709A patent/DE2338709C2/de not_active Expired
-
1974
- 1974-07-12 NL NL7409482A patent/NL7409482A/xx unknown
- 1974-07-23 IT IT25500/74A patent/IT1017396B/it active
- 1974-07-24 BE BE146893A patent/BE818035A/xx unknown
- 1974-07-25 US US491625A patent/US3914329A/en not_active Expired - Lifetime
- 1974-07-25 SE SE7409662A patent/SE387623B/xx unknown
- 1974-07-26 FR FR7426080A patent/FR2239439B1/fr not_active Expired
- 1974-07-30 GB GB3351774A patent/GB1468695A/en not_active Expired
- 1974-07-31 JP JP49087105A patent/JPS5045100A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110204410A (zh) * | 2019-06-13 | 2019-09-06 | 武汉理工大学 | 一种1,4-二异丙苯齐聚物的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| SE7409662L (enExample) | 1975-02-03 |
| FR2239439A1 (enExample) | 1975-02-28 |
| FR2239439B1 (enExample) | 1977-10-14 |
| DE2338709B1 (de) | 1974-09-26 |
| BE818035A (fr) | 1975-01-24 |
| IT1017396B (it) | 1977-07-20 |
| NL7409482A (nl) | 1975-02-04 |
| GB1468695A (en) | 1977-03-30 |
| SE387623B (sv) | 1976-09-13 |
| JPS5045100A (enExample) | 1975-04-22 |
| US3914329A (en) | 1975-10-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EGA | New person/name/address of the applicant | ||
| 8339 | Ceased/non-payment of the annual fee |