DE2612524A1 - Verfahren zur kristallisation von 2,2-bis eckige klammer auf 3,5-dibrom- 4-(2-hydroxyaethoxy)phenyl eckige klammer zu propan - Google Patents
Verfahren zur kristallisation von 2,2-bis eckige klammer auf 3,5-dibrom- 4-(2-hydroxyaethoxy)phenyl eckige klammer zu propanInfo
- Publication number
- DE2612524A1 DE2612524A1 DE19762612524 DE2612524A DE2612524A1 DE 2612524 A1 DE2612524 A1 DE 2612524A1 DE 19762612524 DE19762612524 DE 19762612524 DE 2612524 A DE2612524 A DE 2612524A DE 2612524 A1 DE2612524 A1 DE 2612524A1
- Authority
- DE
- Germany
- Prior art keywords
- dibromo
- propane
- hydroxyethoxy
- temperature
- bis
- 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.)
- Pending
Links
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 title claims description 96
- 238000000034 method Methods 0.000 title claims description 61
- 239000001294 propane Substances 0.000 title claims description 48
- 238000002425 crystallisation Methods 0.000 title claims description 30
- 230000008025 crystallization Effects 0.000 title claims description 30
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 title 1
- -1 2-hydroxyethoxy Chemical group 0.000 claims description 44
- 238000001816 cooling Methods 0.000 claims description 38
- 239000000155 melt Substances 0.000 claims description 32
- 239000002904 solvent Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000012535 impurity Substances 0.000 claims description 6
- 238000010008 shearing Methods 0.000 claims description 5
- 239000000110 cooling liquid Substances 0.000 claims description 2
- 230000037213 diet Effects 0.000 claims description 2
- 235000005911 diet Nutrition 0.000 claims description 2
- 239000000047 product Substances 0.000 description 40
- 239000000463 material Substances 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 10
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000002826 coolant Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- SSIZLKDLDKIHEV-UHFFFAOYSA-N 2,6-dibromophenol Chemical compound OC1=C(Br)C=CC=C1Br SSIZLKDLDKIHEV-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920001634 Copolyester Polymers 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000000113 differential scanning calorimetry Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 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 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/563,254 US4002688A (en) | 1975-03-28 | 1975-03-28 | Process for crystallizing 2,2-bis[3,5-dibromo-4-(2-hydroxyethoxy)phenyl] propane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2612524A1 true DE2612524A1 (de) | 1976-10-14 |
Family
ID=24249748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762612524 Pending DE2612524A1 (de) | 1975-03-28 | 1976-03-24 | Verfahren zur kristallisation von 2,2-bis eckige klammer auf 3,5-dibrom- 4-(2-hydroxyaethoxy)phenyl eckige klammer zu propan |
Country Status (11)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4171456A (en) * | 1975-04-25 | 1979-10-16 | Ethyl Corporation | α,α'-Bis(2-hydroxyethoxy)-2,3,5,6-tetrabromo-p-xylene |
| JP3536067B2 (ja) * | 1995-09-11 | 2004-06-07 | 日本エーアールシー株式会社 | プライマー組成物 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3794617A (en) * | 1972-03-15 | 1974-02-26 | Emery Industries Inc | Copolyester fiber compositions having improved flame retardant properties |
-
1975
- 1975-03-28 US US05/563,254 patent/US4002688A/en not_active Expired - Lifetime
-
1976
- 1976-03-23 AU AU12262/76A patent/AU496961B2/en not_active Expired
- 1976-03-24 DE DE19762612524 patent/DE2612524A1/de active Pending
- 1976-03-24 CA CA248,667A patent/CA1072125A/en not_active Expired
- 1976-03-26 JP JP51032674A patent/JPS51118751A/ja active Pending
- 1976-03-26 NL NL7603238A patent/NL7603238A/xx not_active Application Discontinuation
- 1976-03-26 BE BE1007283A patent/BE840049A/xx unknown
- 1976-03-26 FR FR7608855A patent/FR2305418A1/fr active Granted
- 1976-03-26 IT IT21647/76A patent/IT1058591B/it active
- 1976-03-29 GB GB12510/76A patent/GB1532564A/en not_active Expired
- 1976-03-29 CH CH390876A patent/CH613681A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH613681A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1979-10-15 |
| NL7603238A (nl) | 1976-09-30 |
| CA1072125A (en) | 1980-02-19 |
| FR2305418A1 (fr) | 1976-10-22 |
| BE840049A (fr) | 1976-09-27 |
| AU496961B2 (en) | 1978-11-16 |
| GB1532564A (en) | 1978-11-15 |
| AU1226276A (en) | 1977-09-29 |
| US4002688A (en) | 1977-01-11 |
| IT1058591B (it) | 1982-05-10 |
| JPS51118751A (en) | 1976-10-18 |
| FR2305418B3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-12-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |