CS257478B1 - Method of silicon-type immobilized steady-phase preparation,modified by nitrogen bases for gas chromatography - Google Patents
Method of silicon-type immobilized steady-phase preparation,modified by nitrogen bases for gas chromatography Download PDFInfo
- Publication number
- CS257478B1 CS257478B1 CS864313A CS431386A CS257478B1 CS 257478 B1 CS257478 B1 CS 257478B1 CS 864313 A CS864313 A CS 864313A CS 431386 A CS431386 A CS 431386A CS 257478 B1 CS257478 B1 CS 257478B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- silicone
- weight
- alpha
- peroxide
- modified
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 title claims abstract description 8
- 238000000034 method Methods 0.000 title claims abstract description 7
- 229910052757 nitrogen Inorganic materials 0.000 title claims abstract description 6
- 238000004817 gas chromatography Methods 0.000 title claims description 4
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 17
- 230000005526 G1 to G0 transition Effects 0.000 claims abstract description 7
- 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 claims abstract description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 claims abstract description 4
- 239000002904 solvent Substances 0.000 claims abstract description 4
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 230000003197 catalytic effect Effects 0.000 claims description 5
- 150000001451 organic peroxides Chemical class 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims 1
- -1 respectively Chemical compound 0.000 abstract description 4
- 230000009849 deactivation Effects 0.000 abstract description 3
- 229920001577 copolymer Polymers 0.000 abstract description 2
- 125000005270 trialkylamine group Chemical group 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract 1
- 238000006555 catalytic reaction Methods 0.000 abstract 1
- 150000002829 nitrogen Chemical class 0.000 abstract 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- XXXSILNSXNPGKG-ZHACJKMWSA-N Crotoxyphos Chemical compound COP(=O)(OC)O\C(C)=C\C(=O)OC(C)C1=CC=CC=C1 XXXSILNSXNPGKG-ZHACJKMWSA-N 0.000 description 2
- 239000005388 borosilicate glass Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000005364 simax Substances 0.000 description 2
- 239000005361 soda-lime glass Substances 0.000 description 2
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 description 1
- DNZPLHRZXUJATK-UHFFFAOYSA-N 2-sulfanylidene-5-[[5-[2-(trifluoromethyl)phenyl]furan-2-yl]methyl]-1,3-diazinane-4,6-dione Chemical compound FC(F)(F)C1=CC=CC=C1C(O1)=CC=C1CC1C(=O)NC(=S)NC1=O DNZPLHRZXUJATK-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- GVWISOJSERXQBM-UHFFFAOYSA-N N-methyl-N-n-propylamine Natural products CCCNC GVWISOJSERXQBM-UHFFFAOYSA-N 0.000 description 1
- 229940125717 barbiturate Drugs 0.000 description 1
- HIHIPCDUFKZOSL-UHFFFAOYSA-N ethenyl(methyl)silicon Chemical compound C[Si]C=C HIHIPCDUFKZOSL-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LAQFLZHBVPULPL-UHFFFAOYSA-N methyl(phenyl)silicon Chemical compound C[Si]C1=CC=CC=C1 LAQFLZHBVPULPL-UHFFFAOYSA-N 0.000 description 1
- UVBMZKBIZUWTLV-UHFFFAOYSA-N n-methyl-n-propylpropan-1-amine Chemical compound CCCN(C)CCC UVBMZKBIZUWTLV-UHFFFAOYSA-N 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- HUAUNKAZQWMVFY-UHFFFAOYSA-M sodium;oxocalcium;hydroxide Chemical compound [OH-].[Na+].[Ca]=O HUAUNKAZQWMVFY-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Abstract
Doterajší postup přípravy kapilár s imobilizovanými silikonovými stacionárnymi fázami modifikovanými dusíkatou bázou má nevýhodu, v tom, že si vyžaduje zložitú přípravu dusíkatého kopolyméru typu derivátov kyseliny barbiturovej, ako aj špeciálnu dezaktiváciu kapilár. Podstata riešenia spočívá v tom, že silikonový prepolymér a trialkylamin, alkylpyridín alebo vinylpyridín, vo vzájomnom hmotnostnom pomere 100:2,5 až 30, za katalitického účiniku 2,5 až 10 dielov hmot. bis/alfa, alfa- -dimetylbenzyl/-peroxidu připadne dibenzoylperoxidu, vztiahnuté na silikonový prepolymér, sa po odstránení rozpúšťadla nechá polymerizovat za nepřístupu vzduchu pri teplote 130 až 170 °C počas 30 až 120 minút.Previous procedure for preparation of capillaries with immobilized silicone stationary phases with a modified nitrogen base has the disadvantage in that it requires complex preparation of nitrogen copolymer of the acid derivative type barbitur as well as special deactivation capillaries. The essence of the solution is that silicone prepolymer and trialkylamine, alkylpyridine or vinylpyridine, by weight with a ratio of 100: 2.5 to 30, with catalysis effect of 2.5 to 10 parts by weight. bis / alpha, alpha- -dimethylbenzyl peroxide, respectively, dibenzoyl peroxide, based on the silicone prepolymer, is allowed to polymerize after removal of the solvent in the absence of air at 130 to 170 ° C for 30 to 120 minutes.
Description
Vynález sa týká spósobu přípravy imobilizovanej stacionárnej fázy silikonového typu, modifikovanej dusíkatými látkami, pre plynová chromatografiu.The invention relates to a process for the preparation of an immobilized nitrogen-modified stationary phase of silicone type for gas chromatography.
Doterajší postup přípravy kapilár s zmobilizovanými silikonovými stacionárnymi fázami modifikovanými dusíkatou bázou spočívá v spoločnej polymerizácii silikonového prepolyméru a vinyl- resp. alylbarbiturátu pri zvýšenej teplote a za katalytického účinku organického peroxidu (W. M. '.L. Chow and B, Caddy: J. Chromatogr., 318, 225-268, (1985)).The prior art process for the preparation of capillaries with mobilized silicone stationary phases modified with nitrogen base consists in the joint polymerization of silicone prepolymer and vinyl or vinyl carbonate. allyl barbiturate at elevated temperature and under the catalytic action of organic peroxide (W.M.L. Chow and B, Caddy: J. Chromatogr., 318, 225-268, (1985)).
Nevýhodou doterajšieho postupu je, že si vyžaduje zložitú přípravu dusíkatého kopolyméru typu derivátov kyseliny barbiturovej, ako aj špeciálnu dezaktiváciu kapilár.The disadvantage of the prior art process is that it requires the complex preparation of a nitrogen copolymer of the barbituric acid derivative type as well as the special deactivation of capillaries.
Uvedené nedostatky je možné odstránif přípravou imobilizévanej stacionárnej fázy silikonového typu, modifikovanéj dusíkatými bázami, pre plynovú chromatografiu, polymerizáciou prepolyméru pri zvýšenej teplote, za katalytického účinku organického peroxidu spósobom podlá vynálezu.These drawbacks can be overcome by preparing an immobilized nitrogen-base modified silicone-type stationary phase for gas chromatography, polymerization of the prepolymer at elevated temperature under the catalytic action of the organic peroxide according to the invention.
Podstata vynálezu spočiva v tom,že silikonový prepolymér a trialkylamín, kde alkyl má 1 až 5 atómov uhlíka a alkyly sú rovnaké alebo rózne, alkylpyridín s 1 až 3 atómami uhlíka v alkyle pyridinu a s 1 až 3 alkylmi na jadre, pričom alkyly sú rovnaké alebo rózne, alebo vinylpyridín, vo vzájomnom hmotnostnom pomere 100:2,5 až 30, za katalytického účinkuSUMMARY OF THE INVENTION The silicone prepolymer and trialkylamine wherein the alkyl has 1 to 5 carbon atoms and the alkyls are the same or different, the alkyl pyridine having 1 to 3 carbon atoms in the pyridine alkyl and the 1-3 alkyl on the nucleus, wherein the alkyls are the same or porous, or vinylpyridine, in a weight ratio of 100: 2.5 to 30 relative to one another, with catalytic action
2,5 až 10 dielov hmot. bis/alfa, alfa-dimetylbenzyl/-peroxidu připadne dibenzoyjperoxidu, vztiahnuté na silikonový prepolymér, sa po odstránení rozpúšťadla nechá polymerizovať za nepřístupu vzduchu pri teplote 130 až 170 °C počas 30 až 120 minút. Na vnútornej stene sklennej kapiláry sa tak vytvoří neextrahovateíný film stacionárnej fázy s ohromatografiokými vlastnostami odlišnými od původného silikonového polyméru.2.5 to 10 parts by weight. The bis (alpha, alpha-dimethylbenzyl) peroxide or dibenzoyl peroxide, based on the silicone prepolymer, is allowed to polymerize for 30 to 120 minutes at 130 to 170 ° C in the absence of air at 130-170 ° C. In this way, a non-extractable stationary phase film with an o-chromatographic properties different from the original silicone polymer is formed on the inner wall of the glass capillary.
Výhodou spósobu přípravy imobilizovanej stacionárnej fázy silikonového typu podía vynálezu spočívajú v tom, že sa zjednodušuje příprava fázy v porovnaní s doterajšou přípravou, je možné využiť bežnú dezaktiváciu kapilár a rozšiřuje sa spektrum silikonových prepolymérov.An advantage of the process for the preparation of the immobilized stationary phase of the silicone type according to the invention is that the phase preparation is simplified compared to the prior art, conventional capillary deactivation can be utilized and the spectrum of silicone prepolymers broadened.
Uvedené příklady ilustrujú, ale neobmedzujú predmet vynálezu.These examples illustrate but do not limit the scope of the invention.
Příklad 1Example 1
Skleriná kapilárna kolona zo sodnovápenatého skla typu Unihost sa naplní roztokom obsahujúcim 100 dielov hmot. silikonového prepolyméru (metylfenylvinylsilikón) 9,5 dielov hmot. trietylaminu a 2,5 dielu· hmot, bis/alfa, alfa-dimetylbenzyl/-peroxidu v diohlórmetáne.A soda-lime soda-lime glass capillary column of type Unihost is packed with a solution containing 100 parts by weight. 9.5 parts by weight of silicone prepolymer (methylphenylvinyl silicone); triethylamine and 2.5 parts by weight of bis / alpha, alpha-dimethylbenzyl] -peroxide in di-chloromethane.
Jeden koniec kapiláry sa po naplnění roztokom hermeticky uzavrie a cez druhý sa pomocou vysokého vákua odpaří rozpúšťadlo. Kolona sa po odpaření rozpúšťadla a po prefúkaní dusíkom na oboch koncoch zataví a vloží do pece, kde sa vyhřeje na 150 °C rýčhlosťou 5 °C/min.One end of the capillary is hermetically sealed after filling with the solution and the other evaporates the solvent under high vacuum. After evaporation of the solvent and after flushing with nitrogen at both ends, the column is sealed and placed in an oven where it is heated to 150 ° C at a rate of 5 ° C / min.
Pri teplote 150 °C sa kolona ponechá 60 minútrAt 150 ° C the column is left for 60 minutes
Příklad 2Example 2
Sklenná kapilárna kolona z boritokremičitého skla typu Simax sa naplní roztokom obsahujúcim 100 dielov hmot. metylsilikónového prepolyméru 10 dielov hmot. 4-vinylpyridínu a 3 diely hmot. bis/alfa, alfa-dimetylbenzyl/-peroxidu v diohlórmetáne. Po naplení kapiláry roztokom sa pokračuje ako v příklade 1, s tým rozdielom, že polymerizáoia prebieha pri teplote 30 °C 30 minút.A Simax borosilicate glass capillary column is packed with a solution containing 100 parts by weight. 10 parts by weight of methyl silicone prepolymer. 4-vinylpyridine and 3 parts by weight. bis (alpha, alpha-dimethylbenzyl) -peroxide in dihalo-methane. After filling the capillary with the solution, proceed as in Example 1, except that the polymerization is carried out at 30 ° C for 30 minutes.
Príklad3Example 3
Sklenná kapilárna kolona zo sodnovápenatého skla tyu Unihost sa naplní roztokom obsahujúcim 100 dielov hmot. metylfenylsilíkónového prepolyméru, 2,5 dielu hmot. 2,6-dimetypyridínu, a 2*5 dielu hmot. bis/alfa, alfa-dímetylbenzyl/-per’oxidu v diohlórmetáne. Po naplněni kapiláry roztokom sa pokračuje ako v přiklade 1.The Unihost soda-lime glass capillary column is packed with a solution containing 100 parts by weight. % methylphenylsilicon prepolymer, 2.5 parts by weight 2,6-dimetypyridine, and 2 * 5 parts by weight. bis / alpha, alpha-dimethylbenzyl] -per’oxide in di-chloromethane. After filling the capillary with the solution, proceed as in Example 1.
Příklad 4Example 4
Sklenná kapiláma kolóna z boritokremičitého skla typu Simax sa naplní roztokom obsahujúoim 100 dielov hmot. metylvinylsilikónového prepolyméru 5 dielov hmot. N-metyl~N,N-di-n-propylaminu a 10 dielov hmot. dibenzoylperoxidu v dichlórmetáne. Po naplnění kapiláry roztokom sa pokračuje ako v příkladu 1, s tým rozdielom, že polymerizáoia prebieha pri teplote 170 °C 90 minút.The glass capillary column of Simax borosilicate glass is packed with a solution containing 100 parts by weight. of methylvinyl silicone prepolymer 5 parts by weight. N-methyl-N, N-di-n-propylamine and 10 parts by weight of N-methyl-N-N-propylamine; of dibenzoyl peroxide in dichloromethane. After the capillary was filled with the solution, it was continued as in Example 1, except that the polymerization was carried out at 170 ° C for 90 minutes.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS864313A CS257478B1 (en) | 1986-06-11 | 1986-06-11 | Method of silicon-type immobilized steady-phase preparation,modified by nitrogen bases for gas chromatography |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS864313A CS257478B1 (en) | 1986-06-11 | 1986-06-11 | Method of silicon-type immobilized steady-phase preparation,modified by nitrogen bases for gas chromatography |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS431386A1 CS431386A1 (en) | 1987-10-15 |
| CS257478B1 true CS257478B1 (en) | 1988-05-16 |
Family
ID=5385598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS864313A CS257478B1 (en) | 1986-06-11 | 1986-06-11 | Method of silicon-type immobilized steady-phase preparation,modified by nitrogen bases for gas chromatography |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS257478B1 (en) |
-
1986
- 1986-06-11 CS CS864313A patent/CS257478B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS431386A1 (en) | 1987-10-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Nowotny et al. | Extending the scope of enantiomer separation on diluted methylated β‐cyclodextrin derivatives by high‐resolution gas chromatography | |
| Grassie et al. | The thermal degradation of polysiloxanes—Part 4: Poly (dimethyl/diphenyl siloxane) | |
| JP4750280B2 (en) | Porous inorganic / organic hybrid particles for chromatographic separation and process for their preparation | |
| US3235626A (en) | Polymers of controlled branch configuration | |
| KR870004698A (en) | Bioabsorbable Porous Polyester | |
| IL93134A0 (en) | ||
| JPS62260879A (en) | Adhesive composition | |
| CS257478B1 (en) | Method of silicon-type immobilized steady-phase preparation,modified by nitrogen bases for gas chromatography | |
| US5135649A (en) | Column packing material with both hydrophobic and hydrophilic groups and process for production thereof | |
| US3782915A (en) | Surface-deactivated porous glass | |
| EP1630190B1 (en) | Polyhydrosiloxane compounds and articles and use thereof | |
| DK413388A (en) | PROCEDURE FOR CLEANING OLIVE OIL | |
| Hicks et al. | A Flow Method for the Synthesis of ‘Block’Copolymers | |
| KR930007957A (en) | Process for preparing colorless transparent alkoxysilane monomer | |
| Jones | Optimisation procedure for the silanisation of silicas for reversed-phase high-performance liquid chromatography: II. Detailed examination of significant variables | |
| US3422039A (en) | Method for producing silylmethylene polymer(elastomer) | |
| NL7503400A (en) | PROCESS FOR PREPARING MONOEPOXY ETHYLENE CYCLOHEXAN DERIVED COMPOUNDS AND PROCEDURE FOR PREPARING A FUNCTIONAL LIQUID COMPOSITION INCLUDING ONE OR MORE OF THESE COMPOUNDS. | |
| GB1436529A (en) | Process for preparing a blood fraction | |
| Moffat et al. | The adsorption of water on boron phosphate at 15 and 25° C | |
| JPH10279683A (en) | Production of siloxane composition | |
| ES2327722T3 (en) | PROCEDURE FOR THE ALCOXILATION OF ORGANIC COMPOUNDS. | |
| US5254654A (en) | Monodispersed polydimethylsiloxane-α,ω-diol fluids and α,ω-substituted polydimethylsiloxanes and polydimethylcyclosiloxanes prepared therefrom | |
| JP4534329B2 (en) | Separation agent comprising optically active polymaleimide derivative and method for separating optically active compound using the same | |
| JPH0551327A (en) | Optical resolution by polysaccharide derivative | |
| EP0183835A1 (en) | Polymers and their preparation and use |