CS265658B1 - Method of parallel quantitative determination of by-products in tetrabromodiade - Google Patents
Method of parallel quantitative determination of by-products in tetrabromodiade Download PDFInfo
- Publication number
- CS265658B1 CS265658B1 CS86704A CS70486A CS265658B1 CS 265658 B1 CS265658 B1 CS 265658B1 CS 86704 A CS86704 A CS 86704A CS 70486 A CS70486 A CS 70486A CS 265658 B1 CS265658 B1 CS 265658B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- products
- quantitative determination
- tetrabromodiade
- tetrabromo
- analysis
- Prior art date
Links
- 239000006227 byproduct Substances 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 title claims abstract description 7
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical class C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000004817 gas chromatography Methods 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- RWYFURDDADFSHT-RBBHPAOJSA-N diane Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.C1=C(Cl)C2=CC(=O)[C@@H]3CC3[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(C)=O)(OC(=O)C)[C@@]1(C)CC2 RWYFURDDADFSHT-RBBHPAOJSA-N 0.000 claims description 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- 238000004458 analytical method Methods 0.000 abstract description 5
- 239000012159 carrier gas Substances 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 229920001296 polysiloxane Polymers 0.000 abstract description 3
- 150000001649 bromium compounds Chemical class 0.000 abstract description 2
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 description 7
- 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 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 230000031709 bromination Effects 0.000 description 2
- 238000005893 bromination reaction Methods 0.000 description 2
- 125000000068 chlorophenyl group Chemical group 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000000047 product Substances 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
- WUQYBSRMWWRFQH-UHFFFAOYSA-N 2-prop-1-en-2-ylphenol Chemical class CC(=C)C1=CC=CC=C1O WUQYBSRMWWRFQH-UHFFFAOYSA-N 0.000 description 1
- JAGRUUPXPPLSRX-UHFFFAOYSA-N 4-prop-1-en-2-ylphenol Chemical compound CC(=C)C1=CC=C(O)C=C1 JAGRUUPXPPLSRX-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000006884 silylation reaction Methods 0.000 description 1
- -1 tetrabromodian trimethylsilyl ethers Chemical class 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Byla vypracována metoda pro kvantitativní stanovení vedlejších produktů v tetrabromdianu po převedení na trimethyl- silyletftery. Analýza se provádí například na náplňové ohromatografické koloně délky 2,40 m a vnitřním průměru 2 mm při teplotě 250 °C a průtoku nosného plynu 22 ml/min. Kolona je smočena silikonem na bílém nosiči. Za podmínek analýzy je možno stanovit chlor- a bromderiváty fenolu, p-isopropenvlfenolu a dianu.A method was developed for the quantitative determination of by-products in tetrabromide after conversion to trimethylsilylethers. The analysis is carried out, for example, on a packed chromatography column with a length of 2.40 m and an internal diameter of 2 mm at a temperature of 250 ° C and a carrier gas flow of 22 ml / min. The column is wetted with silicone on a white support. Under the conditions of the analysis, the chloro- and bromo derivatives of phenol, p-isopropylene phenol and dian can be determined.
Description
(57)(57)
Byla vypracována metoda pro kvantitativní stanovení vedlejších produktů v tetrabromdianu po převedení na trimethylsilyletftery. Analýza se provádí například na náplňové ohromatografické koloně délky 2,40 m a vnitřním průměru 2 mm při teplotě 250 °C a průtoku nosného plynu 22 ml/min. Kolona je smočena silikonem na bílém nosiči. Za podmínek analýzy je možno stanovit chlor- a bromderiváty fenolu, p-isopropenvlfenolu a dianu.A method for the quantitative determination of by-products in tetrabromdian after conversion to trimethylsilyl ether was developed. The analysis is carried out, for example, on a 2.40 m long column chromatography column with an internal diameter of 2 mm at 250 ° C and a carrier gas flow rate of 22 ml / min. The column is wetted with silicone on a white support. Under the conditions of analysis, the chloro and bromo derivatives of phenol, p-isopropenylphenol and diane can be determined.
co laco la
LA kOLA kO
CMCM
CQCQ
OO
- 1 265658- 1 265658
Vynález se týká kvantitativního stanoveni vedlejších produktů v tetrabromdlanu metodou plynová chromatografie·The present invention relates to the quantitative determination of by-products in tetrabromdlan by gas chromatography.
Tetrabromdien, t.j. 2,2-bi8-(4-hydroxy-3,5-dibrom)-propan, který je významným retardérem hořeni, se vyrábí bromaci dlenu, t.j. 2,2-bis-(4-hydroxyfenyl)-propanu bromem za přítomnosti chloru. Vedle žádaného produktu vzniká řada vedlejších produktů typu substituovaných fenolů, izopropenylfenolů a dianů, např.Tetrabromadiene, ie 2,2-bis- (4-hydroxy-3,5-dibromo) -propane, which is an important flame retardant, is produced by bromination of dlen, ie 2,2-bis- (4-hydroxyphenyl) -propane with bromine, presence of chlorine. In addition to the desired product, a number of by-products of substituted phenols, isopropenylphenols and dianes, e.g.
X3 Xj X2 - Cl, X3 « Br (I) x2- OH χχ X2 · Br, X3 Cl (II) Χχ xi “ x2 * X3 * Br (I«)Xj X 3 X 2 - Cl, X 3 "Br (I) x 2 OH χ χ · X 2 are Br, X 3 Cl (II) Χ χ x i" * 2 * 3 * X Br (I ")
CH,CH,
0ΗΧ2Χχ X40 ΗΧ 2 Χ χ X 4
OHOH
Χχ X3 Cl, X2 « H, X4 - Br (IV) 3 χ X 3 Cl, X 2 H H, X 4 - Br (IV)
Χχ « X3 « Br, X2 H, X4 - Cl (V) χχ « X3 . X4 . Br, X2 « Η (VI) X1 x2 x3 · x4 “ Br (VII)Χ χ X X 3 Br Br, X 2 H, X 4 - Cl (V) χ χ X X 3 . X 4 . Br, X 2 Η (VI) X 1 x 2 x 3 · x 4 “ Br (VII)
b X4 Hb X 4 H
H, x4 · Br x4 - Br • Br, X4 HH, x 4 · Br x 4 - Br • Br, X 4 H
Cl, X4 Br χ2 β χ4 b BrCl, X 4 Br χ 2 β χ 4 b Br
Br, X. b cl • X4 - Br (VIII) (IX) (x) (xi) (xii) (xiii) (XIV) (xv)Br, X. b cl • X 4 - Br (VIII) (x) (xi) (xii) (xiii) (XIV) (xv)
Obsah vedlejších produktů zhoršuje vlastnosti tetrabromdlanu, takže je žádoucí jejich kvalitu i kvantitu analyticky zjistit.The content of by-products deteriorates the properties of tetrabromdlan, so it is desirable to analyze their quality and quantity.
265 658265 658
Metody určené k analýze směsí po bromaci dianu nejsou známy· Publikovány byly pouze metody pro stanoveni tetrabromdianu ve vzduchu» vodě a sedimentech metodami tenkovrstvá chromatografie* plynová chromatografie* kapalinové chromátografie* epektrofotometrie a plynové chromatografie ve spojeni 8 hmotnostní spektrometrii·Methods for analysis of mixtures after Dian bromination are not known · Only methods for determination of tetrabromate in air »water and sediments by thin layer chromatography * gas chromatography * liquid chromatography * epectrophotometry and gas chromatography in conjunction with 8 mass spectrometry have been published ·
Nyni byl nalezen způsob kvantitativního stanovení vedlejších produktů v tetrabromdianu* který je předmětem tohoto vynálezu a jehož podstata spočivá v tom, že se tetrabromdian silyluje Silylačním činidlem, s výhodou N*O-bis-(trimethyíeilyl)-trifluoroacetamidem a utvořené trimethylsilylethery tetrabromdianu a vedlejších produktů se podrobí plynové chromatografii na náplňové koloně smočené chlorfenylsilikonovým olejem·We have now found a method for the quantitative determination of byproducts in tetrabromodian * which is the object of the present invention, which comprises the silylation of tetrabromodian with a silylating agent, preferably N * O-bis- (trimethylsilyl) -trifluoroacetamide and tetrabromodian trimethylsilyl ethers and byproducts is subjected to gas chromatography on a packed column wetted with chlorophenyl silicone oil ·
Vzorek se silyluje vhodným silylačním činidlem, nejlépe N«0-bl8-(trlmethyleilyl)-trifluoroacetamidem* za zvýšené teploty a nepřistupu vzdušné vlhkosti· Silylovaný produkt se injektuje do odpeřovaciho prostoru plynového chromatografu a po separaci na náplňové koloně smočené chlorfenylovým silikonem se detekuji složky plamenoionizačnim detektorem· Odezvy detektoru se převedou na obsah složek v původním vzorku·The sample is silylated with a suitable silylating agent, preferably N-O-b18- (trlmethyleilyl) -trifluoroacetamide * at elevated temperature and no air humidity. · The silylated product is injected into the vaporization chamber of the gas chromatograph and after separation on a packed column wetted with chlorophenyl silicone Detector responses are converted to the contents of the components in the original sample.
Způsob stanoveni podle vynálezu umožňuje jednoduchým způsobem sledovat průběh reakce, tvorbu vedlejších produktů a hodnotit kvalitu tetrabromdianu·The assay method according to the invention makes it possible to monitor the reaction progress, the formation of by-products and the quality of tetrabromdian in a simple manner.
Přiklad 1 mg tetrabromdianu se silyluje v mikrozkumavce uzavřené propichovací gumovou zátkou 0*25 ml N,O-bis-(trimethyleilyl)-trifluoroacetamidu v kovovém bloku zahřívaném na 80 °C po dobu 30 minut· Na konci silylace se k roztoku přidají 4 kapky chloroformu. Z tohoto roztoku se dávkuje injekční stříkačkou typu Hamilton s kapacitou 10 1 , 0,6 1 do injektoru plynového chromatografu vyhřátého na 280 °C při průtoku nosného plynu dusíku 22 ml/min· Separuje senBkleněné koloně délky 2,40 m a s vnitřním průměrem 2 mm, plněné bílým nosičem zrnění 80 až 100 mesh, smočeným 5 % chlorfenyleilikonového oleje při teplotě 250 °C· ,Example 1 mg of tetrabromodian is silylated in a microtube closed with 0 * 25 ml piercing rubber stopper of N, O-bis- (trimethyleilyl) -trifluoroacetamide in a metal block heated to 80 ° C for 30 minutes. . From this solution is metered Hamilton syringe with a capacity of 10 1 0.6 1 into the injector of the gas chromatograph-heated to 280 ° C with a nitrogen carrier gas flow of 22 ml / min · n Bkleněné separate a column inner diameter of 2.40 mas 2 mm, filled with a white grain carrier of 80 to 100 mesh, dipped with 5% chlorophenyleilicone oil at 250 ° C ·,
265 658265 658
Detekuje ee plamenoionizačnim detektorem, který je vyhřátý na 300 °C. Zastoupeni složek ve vzorku se vyhodnotí z odezev detektoru zpracovaných vyhodnocovacím zařízením přístroje nebo integrátorem.It is detected by a flame ionization detector that is heated to 300 ° C. The representation of the components in the sample is evaluated from the detector responses processed by the instrument evaluation device or the integrator.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS86704A CS265658B1 (en) | 1986-01-31 | 1986-01-31 | Method of parallel quantitative determination of by-products in tetrabromodiade |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS86704A CS265658B1 (en) | 1986-01-31 | 1986-01-31 | Method of parallel quantitative determination of by-products in tetrabromodiade |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS70486A1 CS70486A1 (en) | 1989-03-14 |
| CS265658B1 true CS265658B1 (en) | 1989-11-14 |
Family
ID=5339641
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS86704A CS265658B1 (en) | 1986-01-31 | 1986-01-31 | Method of parallel quantitative determination of by-products in tetrabromodiade |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS265658B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005085216A1 (en) * | 2004-03-05 | 2005-09-15 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and noxious organism control agent |
-
1986
- 1986-01-31 CS CS86704A patent/CS265658B1/en unknown
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005085216A1 (en) * | 2004-03-05 | 2005-09-15 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and noxious organism control agent |
| EA011764B1 (en) * | 2004-03-05 | 2009-06-30 | Ниссан Кемикал Индастриз, Лтд. | ISOXAZOLINE-SUBSTITUTED DERIVATIVE BENZAMIDE AND PESTICIDE |
| US7662972B2 (en) | 2004-03-05 | 2010-02-16 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and pesticide |
| AU2005219788B2 (en) * | 2004-03-05 | 2010-06-03 | Nissan Chemical Corporation | Isoxazoline-substituted benzamide compound and noxious organism control agent |
| EA014881B1 (en) * | 2004-03-05 | 2011-02-28 | Ниссан Кемикал Индастриз, Лтд. | DERIVATIVES OF SUBSTITUTED ALKYLBENZENE |
| US8022089B2 (en) | 2004-03-05 | 2011-09-20 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and pesticide |
| US8138213B2 (en) | 2004-03-05 | 2012-03-20 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and pesticide |
| US8492311B2 (en) | 2004-03-05 | 2013-07-23 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and pesticide |
| US10045969B2 (en) | 2004-03-05 | 2018-08-14 | Nissan Chemical Industries, Inc. | Isoxazoline-substituted benzamide compound and pesticide |
| US10596157B2 (en) | 2004-03-05 | 2020-03-24 | Nissan Chemical Corporation | Isoxazoline-substituted benzamide compound and pesticide |
| US10874645B2 (en) | 2004-03-05 | 2020-12-29 | Nissan Chemical Corporation | Isoxazoline-substituted benzamide compound and pesticide |
Also Published As
| Publication number | Publication date |
|---|---|
| CS70486A1 (en) | 1989-03-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Magos | Selective atomic-absorption determination of inorganic mercury and methylmercury in undigested biological samples | |
| Hunt et al. | Determination of active hydrogen in organic compounds by chemical ionization mass spectrometry | |
| Born et al. | Formation of dibenzodioxins and dibenzofurans in homogenous gas-phase reactions of phenols | |
| Jansson et al. | Analysis of organic compounds in human breath by gas chromatography-mass spectrometry | |
| Sommerlade et al. | Product analysis and kinetics of the gas-phase reactions of selected organosilicon compounds with OH radicals using a smog chamber-mass spectrometer system | |
| Gui-bin et al. | Speciation of organotin compounds, total tin, and major trace metal elements in poisoned human organs by gas chromatography-flame photometric detector and inductively coupled plasma-mass spectrometry | |
| Hyšpler et al. | A simple, optimized method for the determination of sulphide in whole blood by GC–MS as a marker of bowel fermentation processes | |
| Španěl et al. | Quantification of hydrogen cyanide in humid air by selected ion flow tube mass spectrometry | |
| Li et al. | Background biomonitoring of residue levels of 137 pesticides in the blood plasma of the general population in Beijing | |
| CS265658B1 (en) | Method of parallel quantitative determination of by-products in tetrabromodiade | |
| Migašová et al. | Mercury volatile species generation from HCl and TRIS buffer media: Quantification of generation efficiency and characterization of severe changes in speciation information due to de-alkylation | |
| CN113203813A (en) | Liquid chromatography determination method for ezetimibe tablet related substances | |
| NOONAN et al. | A method for detecting amphetamine using gas chromatography of a halogenated derivative | |
| Alonso et al. | Evaluation of matrix effects in the analysis of volatile organic compounds in whole blood with solid‐phase microextraction | |
| Stelter et al. | Radiation chemistry of DNA-model compounds, VIII dephosphorylation products from reactions of OH radicals with ribose-5-phosphate in aqueous solution. The effect of oxygen | |
| Bhat et al. | Regulation of the formation of the major diethylstilbestrol—DNA adduct and some evidence of its structure | |
| Hoffman et al. | Determination of Methoxyl and Ethoxyl Groups in Acetals and Easily Volatile Alcohols | |
| Hermann et al. | Sampling and determination of S, S, S-tributyl phosphorotrithioate, dibutyl disulfide, and butyl mercaptan in field air | |
| Muskiet et al. | Determination of 3-methoxy-4-hydroxyphenylpyruvic acid, 3, 4-dihydroxyphenylethylene glycol, and 3, 4-dihydroxyphenylmandelic acid in urine by mass fragmentography, with use of deuterium-labeled internal standards. | |
| Inoue et al. | LETTERS TO THE EDITOR Relationship Between Exposure to Toluene and Excretion of Urinary Metabolites in Korean Female Solvent Workers | |
| Jellum et al. | A gas-liquid chromatographic method for the determination of phenylalanine in serum | |
| US3645689A (en) | Method and apparatus for analyzing proteins | |
| Turner et al. | Influence of Urinary p H on the Excretion of Tranylcypromine Sulphate | |
| Ngim et al. | Atomic absorption spectrophotometric microdetermination of total mercury in undigested biological samples | |
| Donard et al. | Hyphenated techniques applied to the speciation of organometallic compounds in the environment |