JPH081430B2 - Tetrahydrofuran for liquid chromatography - Google Patents
Tetrahydrofuran for liquid chromatographyInfo
- Publication number
- JPH081430B2 JPH081430B2 JP60081037A JP8103785A JPH081430B2 JP H081430 B2 JPH081430 B2 JP H081430B2 JP 60081037 A JP60081037 A JP 60081037A JP 8103785 A JP8103785 A JP 8103785A JP H081430 B2 JPH081430 B2 JP H081430B2
- Authority
- JP
- Japan
- Prior art keywords
- thf
- absorption
- zeolite
- liquid chromatography
- absorbance
- 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 - Lifetime
Links
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 title claims description 110
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 title claims description 55
- 238000004811 liquid chromatography Methods 0.000 title claims description 16
- 239000010457 zeolite Substances 0.000 claims description 24
- 229910021536 Zeolite Inorganic materials 0.000 claims description 22
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 22
- 238000010521 absorption reaction Methods 0.000 claims description 21
- 239000000126 substance Substances 0.000 claims description 19
- 239000002808 molecular sieve Substances 0.000 claims description 13
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 13
- 238000002835 absorbance Methods 0.000 description 13
- 238000000862 absorption spectrum Methods 0.000 description 12
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 10
- 239000002994 raw material Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 7
- 238000000746 purification Methods 0.000 description 7
- 239000003463 adsorbent Substances 0.000 description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 6
- 238000010828 elution Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 229910052786 argon Inorganic materials 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- 238000004821 distillation Methods 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N activated carbon Substances [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 238000004587 chromatography analysis Methods 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-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
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000011358 absorbing material Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000010829 isocratic elution Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000004366 reverse phase liquid chromatography Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
Landscapes
- Investigating Or Analysing Materials By Optical Means (AREA)
Description
【発明の詳細な説明】 〔発明の利用分野〕 本発明は、液体クロマトグラフィー用テトラヒドロフ
ランに関する。TECHNICAL FIELD OF THE INVENTION The present invention relates to tetrahydrofuran for liquid chromatography.
テトラヒドロフラン（THF）は比較的極性の大きな親
水性溶媒であり、液体クロマトグラフィー用溶媒として
は、普通、順相クロマトグラフィーに於ては極性調整溶
媒として、又、逆相クロマトグラフィーに於ては水−TH
F混合溶媒の移動相として、または他の混合溶媒系移動
相に添加して、或いは非水系移動相として一般に広く用
いられている。液体クロマトグラフィーのカラムには、
使用中大量の溶媒が流れるので、用いる溶媒は高純度で
あることが要求される。例えば水やTHFについて云え
ば、これらの精製の程度によってはベースラインにノイ
ズやドリフトが生じる。Tetrahydrofuran (THF) is a hydrophilic solvent with a relatively large polarity, and is usually used as a solvent for liquid chromatography, as a polarity adjusting solvent in normal phase chromatography, and as water in reverse phase chromatography. −TH
It is generally widely used as a mobile phase of a F mixed solvent, added to another mixed solvent type mobile phase, or a non-aqueous mobile phase. Liquid chromatography columns include
Since a large amount of solvent flows during use, the solvent used is required to have high purity. For example, with respect to water and THF, noise and drift occur in the baseline depending on the degree of purification.
液体クロマトグラフィーには、同一移動相でクロマト
グラフィーを行なうisocratic溶離と、移動相組成を徐
々に変化させてクロマトグラフィーを行なうgradient溶
離があり、gradient溶離により時間当りの溶媒組成を直
線的に変化させて溶離すれば最適の分離を行なうことが
できる。gradient溶離は、溶媒組成が変わることによっ
てベースラインに悪影響を与えるので、通常RI（屈折
率）検出器は用いられず、UV検出器が用いられる。UV検
出器を用いてgradient溶離を行なう場合、水やTHFの精
製法や精製の程度によってベースラインが大きな影響を
受ける。これは、移動相溶出液中のUV吸収物質に起因す
る。Liquid chromatography includes isocratic elution, in which the same mobile phase is used for chromatography, and gradient elution, in which mobile phase composition is gradually changed to perform chromatography. Optimal separation can be carried out by elution with. Since gradient elution adversely affects the baseline due to changing solvent composition, RI (refractive index) detectors are usually not used, but UV detectors are used. When performing gradient elution using a UV detector, the baseline is greatly affected by the purification method and degree of purification of water and THF. This is due to the UV absorbing material in the mobile phase eluate.
従って、UV吸収で検出する液体クロマトグラフィーに
於て、ベースラインにノイズやドリフトが生じない、安
定なベースラインを与える移動相THFの出現が渇望され
ている現状にある。Therefore, in liquid chromatography that detects by UV absorption, there is a long-felt demand for the appearance of mobile phase THF that gives a stable baseline without noise or drift in the baseline.
本発明は上記した如き現状に鑑みなされたもので、TH
F中に混入しているUV吸収を有する微量の溶存物質を排
除し、これに起因するノイズやドリフトの発生を全く回
避した有用且つ効果的な液体クロマトグラフィー用THF
を提供することを目的とする。The present invention has been made in view of the current situation as described above.
A useful and effective THF for liquid chromatography that eliminates a trace amount of dissolved substances with UV absorption that are mixed in F and completely avoids the generation of noise and drift caused by this.
The purpose is to provide.
本発明はTHFをゼオライトと接触させることにより、T
HF中に混入している、UV吸収を有する微量の溶存物質を
ゼオライトに吸着させて除いた、液体クロマトグラフィ
ー用THFの発明である。The present invention provides T by contacting THF with zeolite.
It is an invention of THF for liquid chromatography in which a trace amount of a dissolved substance having UV absorption which is mixed in HF is removed by being adsorbed on zeolite.
即ち、本発明者らはUV吸収で検出する液体クロマトグ
ラフィーに於て、ベースラインにノイズやドリフトが生
じない、安定なベースラインを与える移動相THFに付き
鋭意研究を重ねた結果、THFをゼオライトと接触させる
と、THF中に混入しているUV吸収を有する微量の溶存物
質に起因するノイズやドリフトが全く無くなり、安定な
ベースラインを与える移動相THFが得られることを見出
し、本発明を完成するに至った。That is, the present inventors, in liquid chromatography to detect by UV absorption, noise and drift does not occur in the baseline, as a result of repeated studies with a mobile phase THF that gives a stable baseline, as a result, THF is zeolite It was found that mobile phase THF that gives a stable baseline can be obtained by completely eliminating the noise and drift caused by a trace amount of dissolved substances having UV absorption that are mixed in THF, and completed the present invention. Came to do.
THF中に混入している、UV吸収を有する微量の溶存物
質を吸着する吸着能は、各種ゼオライトのうち有効隙間
径９Å前後のモレキュラーシーブが最も優れている。Among various zeolites, the molecular sieve with an effective pore diameter of about 9Å has the best adsorption capacity for adsorbing a trace amount of dissolved substances having UV absorption mixed in THF.
THFをゼオライトと接触させるには、考えられる種々
の方法をとり得る。即ち、ゼオライトを充填したカラム
に液体のTHFを通じるとか、容器中のTHFにゼオライトを
添加しておくなど、任意である。容器中のTHFにゼオラ
イトを添加する場合の添加量は、原料THFの品質や数
量、窒素ガスやアルゴンガスなどの不活性気体で空気を
排除してあるか否か等、又、ほかに任意に採用し得るTH
Fの精製や安定化の有無等によっても異なるが、通常、T
HFに対し１〜10（重量（Ｗ）／容量（Ｖ））％程度で充
分である。Various possible methods can be used to contact the THF with the zeolite. That is, liquid THF may be passed through a column packed with zeolite, or zeolite may be added to THF in a container. When adding zeolite to the THF in the container, the amount to be added may be the quality and quantity of the raw material THF, whether or not air is eliminated by an inert gas such as nitrogen gas or argon gas, and other arbitrary values. Possible TH
Although it depends on whether F is purified or stabilized, T is usually
About 1 to 10 (weight (W) / volume (V))% with respect to HF is sufficient.
本発明のTHFを液体クロマトグラフィーに用いると、
原料THF中に混入しているUV吸収を有する微量の溶存物
質に起因するノイズやドリフトの発生は全く観測され
ず、gradient溶離の際も極めて安定したベースラインを
与える。その上、特に、THFと接触状態にあるゼオライ
トは、その接触しているTHFを極めて安定化させる。即
ち、THFは空気酸化を受けて劣化し易いので、通常、不
活性ガスのほか、各種安定剤、例えば、ｐ−クレゾー
ル、ハイドロキノン、2,6−ジ−tert−ブチル−４−メ
チルフェノール、4,4′−チオビス（６−tert−ブチル
−ｍ−クレゾール）等によって安定化されているが、こ
れらフェノール系化合物は、強いUV吸収を持つので、こ
れらを安定剤として用いたTHFは、UV吸収で検出する液
体クロマトグラフィーにそのまま用いることはできず、
又、使用に当っての精製も極めて困難であった。これに
対し、本発明のTHFは、任意、所要の精製を加え、ゼオ
ライトと接触させて、微量のUV吸収物質をゼオライトに
効果的に吸着させてあるので、極めて安定化していて、
これをそのままUV吸収で検出する液体クロマトグラフィ
ーに用いても、ベースラインにノイズやドリフトを全く
生ずることなく、極めて安定なベースラインを得ること
ができる。When the THF of the present invention is used for liquid chromatography,
No generation of noise or drift due to a trace amount of dissolved substances having UV absorption mixed in the raw material THF was observed, and an extremely stable baseline was provided even in gradient elution. Moreover, in particular, zeolites in contact with THF make the contacting THF extremely stable. That is, since THF is likely to be deteriorated by air oxidation, it is usually used in addition to an inert gas, various stabilizers such as p-cresol, hydroquinone, 2,6-di-tert-butyl-4-methylphenol, 4 Stabilized by 4,4'-thiobis (6-tert-butyl-m-cresol) etc., these phenolic compounds have strong UV absorption. It cannot be used as is for liquid chromatography to be detected by
In addition, purification before use was extremely difficult. On the other hand, the THF of the present invention is optionally stabilized by adding necessary purification, contacting with the zeolite, and effectively adsorbing a trace amount of the UV absorbing substance to the zeolite, so that it is extremely stabilized,
Even when this is directly used for liquid chromatography in which it is detected by UV absorption, an extremely stable baseline can be obtained without causing noise or drift in the baseline.
以下に実施例を示すが、本発明は、これらの実施例に
よって何らの制約も受けるものではない。Examples will be shown below, but the present invention is not restricted by these examples.
実施例１ 窒素ガスで置換した褐色細口瓶中のTHF200mlにゼオラ
イト10gを添加した。その後、室温に36時間置き、THFの
UV吸収を測定した。用いたゼオライトの種類と夫々の場
合に於けるTHFの波長254nmに於ける吸光度を表１に示
す。Example 1 10 g of zeolite was added to 200 ml of THF in a brown narrow-mouth bottle replaced with nitrogen gas. Then, leave it at room temperature for 36 hours and
UV absorption was measured. Table 1 shows the types of zeolite used and the absorbance of THF at a wavelength of 254 nm in each case.
尚、表１中、比較例及びNo.1〜３のいずれのTHFも、
波長290〜300nmに於ける吸光度は0.000であった。 In addition, in Table 1, all the THF of Comparative Example and Nos. 1 to 3 are
The absorbance at a wavelength of 290 to 300 nm was 0.000.
表１から明らかなように、ゼオライトの添加効果は著
しく、波長254nmに於ける吸光度を例にとると、原料THF
の吸光度を約10〜30％強減少させ、有効隙間径約９Åの
ゼオライトＦ−９を添加した場合、最も大きい減少率を
示した。As is clear from Table 1, the effect of adding zeolite is remarkable. Taking the absorbance at a wavelength of 254 nm as an example, the raw material THF is used.
The absorbance was significantly reduced by about 10 to 30%, and the maximum reduction rate was obtained when zeolite F-9 having an effective gap diameter of about 9Å was added.
実施例２ アルゴンガスで置換した褐色細口瓶中、THF100mlにゼ
オライト5gを添加した。その後、室温に46時間置き、TH
FのUV吸収を測定した。ゼオライトは、有効隙間径約９
Åのモレキュラーシーブ13X〔（Ａ）〕及びゼオライト
Ｆ−９〔（Ｂ）〕を夫々使用した。Example 2 5 g of zeolite was added to 100 ml of THF in a brown narrow-mouth bottle replaced with argon gas. Then, leave it at room temperature for 46 hours and
The UV absorption of F was measured. Zeolite has an effective gap diameter of about 9
Molecular sieve 13X [(A)] and zeolite F-9 [(B)] of Å were used, respectively.
原料THF〔Ｓ（１）〕、及び同上のモレキュラーシー
ブ（Ａ）及び（Ｂ）を使用した本発明THFのUV吸収スペ
クトルを第１図に示す。The UV absorption spectrum of the THF of the present invention using the raw material THF [S (1)] and the molecular sieves (A) and (B) above is shown in FIG.
第１図から明らかなように、紫外吸収領域に於けるゼ
オライトの添加効果は著しく、原料THFの吸光度の減少
率はモレキュラーシーブ13Xを添加した場合、最も大き
い減少率を示した。As is clear from FIG. 1, the effect of adding zeolite in the ultraviolet absorption region is remarkable, and the decrease rate of the absorbance of the raw material THF is the largest when the molecular sieve 13X is added.
実施例３ 窒素ガスで置換した容器中のTHF3000mlにモレキュラ
ーシーブ13X 150gを添加し、室温に３日間置いた。次
に、THFの全量をデカントして褐色蒸留容器にとり、N2
気流下蒸留し、留分１〜３を歩留り79％で得た。原料TH
F〔Ｓ（２）〕、及び蒸留前〔（Ａ）〕並びに蒸留後の
留分１〜３〔Ａ−１〜３〕のUV吸収スペクトルを第２図
に示す。Example 3 150 g of molecular sieves 13X was added to 3000 ml of THF in a container purged with nitrogen gas, and the mixture was left at room temperature for 3 days. Next, decant all the THF and place it in a brown distillation container and wash with N 2
It was distilled under a stream of air to obtain fractions 1 to 3 with a yield of 79%. Raw material TH
The UV absorption spectra of F [S (2)], before distillation [(A)], and after distillation 1 to 3 [A-1 to 3] are shown in FIG.
第２図から明らかなように、紫外吸収領域に於けるゼ
オライトの添加効果は著しく、蒸留して任意、所要の精
製を加えることによって、原料THFの吸光度を更に大き
く減少させることができる。As is clear from FIG. 2, the effect of adding zeolite in the ultraviolet absorption region is remarkable, and the absorbance of the raw material THF can be further greatly reduced by distilling and optionally adding the required purification.
実施例４ 実施例３で得られたTHF留分１を用い、安定剤なしで
空気中〔（Air）〕、又はこれに安定剤としてモレキュ
ラーシーブ13X 2％（W/V）を添加し〔（Ａ）〕、さらに
これにアルゴンガスを充填し〔（Ａ）＋（Ar）〕、室温
下１ヶ月放置し、その経日安定性を測定した。１ヶ月後
のUV吸収スペクトルを第３図に示す。Example 4 The THF fraction 1 obtained in Example 3 was used in air [(Air)] without a stabilizer, or molecular sieve 13X 2% (W / V) was added thereto as a stabilizer [( A)], and further charged with argon gas [(A) + (Ar)] and allowed to stand at room temperature for 1 month, and the stability over time was measured. The UV absorption spectrum after 1 month is shown in FIG.
第３図から明らかなように、紫外吸収領域におけるゼオ
ライト添加の安定化効果は著しく、それに更に不活性ガ
スを充填させることにより、その安定化効果は著しく増
大する。As is clear from FIG. 3, the stabilizing effect of the addition of zeolite in the ultraviolet absorption region is remarkable, and by further filling it with an inert gas, the stabilizing effect is remarkably increased.
実施例 種々の吸着剤によるTHF精製効果の検討 アルゴンガスで置換した褐色細口瓶中、THF100mlに所
定の吸着剤10gを添加した。その後、室温に24時間置
き、THFのUV吸収を測定した。用いた吸着剤の種類と夫
々の場合に於けるTHFの所定波長での吸光度変動値を表
２に示す。尚、吸光度変動値は、以下の式により求め
た。Example Examination of THF purification effect by various adsorbents In a brown narrow-mouth bottle replaced with argon gas, 100 g of THF was added with 10 g of a predetermined adsorbent. Then, it was left at room temperature for 24 hours, and UV absorption of THF was measured. Table 2 shows the kinds of adsorbents used and the absorbance fluctuation value of THF at a predetermined wavelength in each case. The absorbance fluctuation value was calculated by the following formula.
吸光度変動値＝（原料吸光度）−（処理後の吸光度） 尚、この式から明らかなように、吸光度変動値が大き
い吸着剤の方が、THF中に混入しているUV吸収を有する
溶存物質を吸着する能力（以下、UV吸収物質吸着能力と
略記する。）が高いことになる。Absorbance fluctuation value = (absorbance of raw material)-(absorbance after treatment) As is clear from this equation, an adsorbent with a large absorbance fluctuation value is more likely to absorb dissolved substances having UV absorption that are mixed in THF. The ability to adsorb (hereinafter abbreviated as UV absorbing substance adsorption capacity) is high.
尚、使用した吸着剤の由来は以下の通り。 The origin of the adsorbent used is as follows.
・モレキュラシーブス；和光純薬工業（株）製。・ Molecular sieves; manufactured by Wako Pure Chemical Industries, Ltd.
・活性炭；和光純薬工業（株）製。顆粒状。-Activated carbon; manufactured by Wako Pure Chemical Industries, Ltd. Granular.
・シリカゲル；和光純薬工業（株）製。ワコーゲルＣ−
200（カラムクロマトグラフ用）。-Silica gel; manufactured by Wako Pure Chemical Industries, Ltd. Wako gel C-
200 (for column chromatograph).
・アルミナ（酸性）；メルク社製。活性アルミナ酸性
（活性度Ｉ）。Alumina (acidic); manufactured by Merck. Activated alumina acidity (activity I).
・アルミナ；和光純薬工業（株）製。活性アルミナ（カ
ラムクロマトグラフ用）。Alumina; manufactured by Wako Pure Chemical Industries, Ltd. Activated alumina (for column chromatography).
・活性白土；和光純薬工業（株）製。-Activated clay; manufactured by Wako Pure Chemical Industries, Ltd.
表２の結果から、活性炭及び活性白土にはUV吸収物質
吸着能力がないことが判る。また、シリカゲル、アルミ
ナ（酸性）及びアルミナには、ある程度のUV吸収物質吸
着能力は認められるものの、モレキュラシーブスと比較
するとその能力は明らかに低いことも判る。From the results in Table 2, it can be seen that activated carbon and activated clay have no ability to adsorb UV absorbing substances. It is also found that silica gel, alumina (acidic) and alumina have some ability to adsorb UV absorbing substances, but their ability is obviously lower than that of molecular sieves.
従って、表２の結果から、UV吸収物質吸着能力は、種
々の吸着剤の中でモレキュラシーブスが優れているこ
と、中でもモレキュラシーブス13Xが特に優れているこ
とが判る。Therefore, from the results of Table 2, it is found that the molecular absorption of the UV absorbing substance is excellent among the various adsorbents, and the molecular sieve 13X is particularly excellent among them.
以上述べた如く、本発明は、有用且つ極めて効果的な
液体クロマトグラフィー用THFを提供するものであり、
本発明のTHFを液体クロマトグラフィー用の移動相とし
て用いた場合には、原料THF中に混入しているUV吸収を
有する微量の溶存物質に起因するノイズやドリフトの発
生は全くなくなり、gradient溶離の際も極めて安定した
ベースラインを与える点に顕著な効果を奏するものであ
って斯業に貢献するところ大なる発明である。As described above, the present invention provides useful and extremely effective THF for liquid chromatography,
When the THF of the present invention is used as a mobile phase for liquid chromatography, the generation of noise and drift caused by trace amounts of dissolved substances having UV absorption mixed in the raw THF is completely eliminated, and gradient elution Even in this case, the invention has a remarkable effect in providing an extremely stable baseline, and is a great invention in contributing to the related art.
第１図は実施例２の、第２図は実施例３の、第３図は実
施例４のUV吸収スペクトルを夫々表わす。 第１図中、（Ａ）はモレキュラーシーブ13X添加THFのUV
吸収スペクトルを、（Ｂ）はゼオライトＦ−９添加THF
のUV吸収スペクトルを夫々表わし、Ｓ（１）は原料THF
のUV吸収スペクトルを表わす。 第２図中、（Ａ）はモレキュラーシーブ13X添加で蒸留
前の、Ａ−１〜３は留分１〜３のUV吸収スペクトルを夫
々表わし、Ｓ（２）は原料THFのUV吸収スペクトルを表
わす。 第３図中、（Air）は安定剤なしで空気中、（Ａ）はこ
れに安定剤としてモレキュラーシーブ13Xを添加した場
合（Ａ）＋（Ar）はさらにアルゴンガスを充填した場合
のUV吸収スペクトルを夫々表わす。 第１〜３図に於て、横軸は波長（nm）を、縦軸は吸光度
を夫々表わす。1 shows the UV absorption spectrum of Example 2, FIG. 2 shows the UV absorption spectrum of Example 3, and FIG. 3 shows the UV absorption spectrum of Example 4, respectively. In Fig. 1, (A) is the UV of THF containing 13X molecular sieves.
Absorption spectrum, (B) Zeolite F-9 added THF
Represents the UV absorption spectrum of each, S (1) is the raw material THF
Represents the UV absorption spectrum of. In FIG. 2, (A) is the UV absorption spectrum of the fractions 1 to 3 before addition of the molecular sieve 13X before distillation, A-1 to 3 are the UV absorption spectra of the fractions 1, and S (2) is the UV absorption spectrum of the starting THF. . In Fig. 3, (Air) is in air without stabilizer, (A) is UV absorption when molecular sieve 13X is added as stabilizer, and (A) + (Ar) is UV absorption when argon gas is further filled. Represent the spectra respectively. 1 to 3, the horizontal axis represents wavelength (nm) and the vertical axis represents absorbance.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 小島 孝 埼玉県川越市的場1633 和光純薬工業株式 会社東京研究所内 (56)参考文献 特開 昭56−43558（ＪＰ，Ａ) ─────────────────────────────────────────────────── ─── Continuation of front page (72) Inventor Takashi Kojima 1633 Matoba, Kawagoe City, Saitama Prefecture, Tokyo Research Laboratory, Wako Pure Chemical Industries, Ltd. (56) References JP-A-56-43558 (JP, A)
Claims (2)
と接触させることにより、THF中に混入しているUV吸収
を有する微量の溶存物質をゼオライトに吸着させて除い
た、液体クロマトグラフィー用THF。1. A THF for liquid chromatography, which comprises removing a trace amount of a dissolved substance having UV absorption, which is mixed in THF, by adsorbing to the zeolite by bringing tetrahydrofuran (THF) into contact with the zeolite.
キュラーシーブである特許請求の範囲第１項記載の液体
クロマトグラフィー用THF。2. The THF for liquid chromatography according to claim 1, wherein the zeolite is a molecular sieve having an effective gap diameter of about 9Å.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60081037A JPH081430B2 (en) | 1985-04-16 | 1985-04-16 | Tetrahydrofuran for liquid chromatography |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60081037A JPH081430B2 (en) | 1985-04-16 | 1985-04-16 | Tetrahydrofuran for liquid chromatography |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61239160A JPS61239160A (en) | 1986-10-24 |
| JPH081430B2 true JPH081430B2 (en) | 1996-01-10 |
Family
ID=13735249
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60081037A Expired - Lifetime JPH081430B2 (en) | 1985-04-16 | 1985-04-16 | Tetrahydrofuran for liquid chromatography |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH081430B2 (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5914064B2 (en) * | 1976-08-12 | 1984-04-03 | 住友化学工業株式会社 | Improved composition for anti-vibration rubber |
| JPS5643558A (en) * | 1979-09-17 | 1981-04-22 | Sumitomo Chem Co Ltd | Preparation of solvent for liquid chromatography moving phase |
-
1985
- 1985-04-16 JP JP60081037A patent/JPH081430B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61239160A (en) | 1986-10-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US8337595B2 (en) | Purification of trans-1,3,3,3-tetrafluoropropene | |
| US5069690A (en) | Process for kinetic gas-solid chromatographic separations | |
| US20030181315A1 (en) | Adsorbent for purifying perfluorocarbon, process for producing same, high purity octafluoropropane and octafluorocyclobutane, and use thereof | |
| JP2003286013A (en) | Method of purifying gaseous nitrogen trifluoride | |
| US4433195A (en) | Separation of trans- and cis-olefins | |
| US6468329B2 (en) | Adsorbents and methods for the separation of ethylene and propylene and/or unsaturated hydrocarbons from mixed gases | |
| JPH01201019A (en) | Purification of silane | |
| JP2005516894A (en) | Purification of organic solvents | |
| AU755192B2 (en) | Purification of 1,1,1,3,3-pentafluorobutane | |
| JP2007508383A (en) | Purification of tertiary butyl alcohol | |
| EP0182170B1 (en) | A process for the resolution of a racemate | |
| US4298472A (en) | Process for manufacturing impregnated silicas and the use of these silicas for analysis or purification of industrial products | |
| JPH081430B2 (en) | Tetrahydrofuran for liquid chromatography | |
| US5571387A (en) | Continuous single vessel distillation and adsorption process | |
| EP0063957B1 (en) | Separation of isopropyl alcohol from tba (tebol) by selective adsorption | |
| US20070038012A1 (en) | Process for separating meta-xylene from a feed of aromatic hydrocarbons by liquid phase adsorption | |
| CA2268489C (en) | Adsorbent for separating halogenated aromatic compounds and separation method using it | |
| US5132485A (en) | Adsorptive separation of alpha-olefins and internal olefins | |
| JP3478403B2 (en) | Method for separating m-cresol and p-cresol | |
| US4588847A (en) | Process for separation of ethylene glycol and propylene glycol on selected zeolites | |
| EP1720833B1 (en) | Method for purifying n-methyl-2-pyrrolidone | |
| JPH0881399A (en) | Purification of tetrafluoromethane | |
| MalikjonNegmurodovich | INVESTIGATION OF THE DYNAMIC CAPACITY OF INDUSTRIAL ACTIVATED CARBONS FOR METHYLCYCLOPENTANE | |
| US5143685A (en) | Process for purification of ortho-chlorotoluene | |
| JPH07228563A (en) | Production of high-purity acetonitrile |