JPH0825939B2 - Purification method of polyglycerin - Google Patents
Purification method of polyglycerinInfo
- Publication number
- JPH0825939B2 JPH0825939B2 JP3194972A JP19497291A JPH0825939B2 JP H0825939 B2 JPH0825939 B2 JP H0825939B2 JP 3194972 A JP3194972 A JP 3194972A JP 19497291 A JP19497291 A JP 19497291A JP H0825939 B2 JPH0825939 B2 JP H0825939B2
- Authority
- JP
- Japan
- Prior art keywords
- polyglycerin
- noble metal
- catalyst
- pressure
- crude
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims description 18
- 238000000746 purification Methods 0.000 title description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical group [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 22
- 239000003054 catalyst Substances 0.000 claims description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 238000005984 hydrogenation reaction Methods 0.000 claims description 11
- 229910052763 palladium Inorganic materials 0.000 claims description 11
- 229910000510 noble metal Inorganic materials 0.000 claims description 10
- 238000007872 degassing Methods 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000000377 silicon dioxide Substances 0.000 claims description 3
- 238000004042 decolorization Methods 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 6
- 230000001877 deodorizing effect Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 230000018044 dehydration Effects 0.000 description 3
- 238000006297 dehydration reaction Methods 0.000 description 3
- 238000004332 deodorization Methods 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 239000003456 ion exchange resin Substances 0.000 description 3
- 229920003303 ion-exchange polymer Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000223 polyglycerol Polymers 0.000 description 2
- 238000005979 thermal decomposition reaction Methods 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- -1 defoamers Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は粗ポリグリセリンを操作
簡易に精製し、特に適格に脱色、脱臭を行う方法に関す
る。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for purifying crude polyglycerin in an easy and easy manner, and in particular, for decolorizing and deodorizing in an appropriate manner.
【０００２】[0002]
【従来の技術】ポリグリセリンは、化粧料等に直接使用
するほかポリグリセリンが有する水酸基を利用してエス
テル化物、エーテル化物を生成するもので、有機合成薬
品、乳化剤、消泡剤、塗料、ポリウレタン、ポリエステ
ル等の広い用途の物質を合成する中間体として極めて有
用な化合物である。従って着色、有臭のポリグリセリン
を使用した場合、それを直接使用する化粧品等において
は勿論、それを中間体として使用した合成品を製造する
場合においても製品に悪影響を及ぼす欠点があった。2. Description of the Related Art Polyglycerin is used directly in cosmetics and the like, and also produces an esterified product or an etherified product by utilizing the hydroxyl group of polyglycerin. Organic synthetic chemicals, emulsifiers, defoamers, paints, polyurethanes. It is an extremely useful compound as an intermediate for synthesizing substances for a wide range of uses such as polyesters and polyesters. Therefore, when colored and odorous polyglycerin is used, it has a drawback that the product is adversely affected not only in the cosmetics directly using it but also in the case of producing a synthetic product using it as an intermediate.
【０００３】そこで、従来から、粗ポリグリセリンを脱
色、脱臭する方法は種々行われている。現在最も一般的
に行われている方法としては、粗ポリグリセリンを活性
炭及びイオン交換樹脂等の薬剤を用いて有色、有臭物質
を除去する方法がある。この方法は、粗ポリグリセリン
を水で希釈して粘度を下げ、活性炭とイオン交換樹脂等
で吸着処理し、次いで水を蒸発除去する等多くの工程を
必要とした。Therefore, various methods have been conventionally used for decolorizing and deodorizing crude polyglycerin. The most commonly used method at present is to remove colored and odorous substances from crude polyglycerin by using agents such as activated carbon and ion exchange resins. This method requires many steps such as diluting crude polyglycerin with water to reduce the viscosity, adsorption treatment with activated carbon and an ion exchange resin, and then removing water by evaporation.
【０００４】[0004]
【発明が解決しようとする課題】上記従来の粗ポリグリ
セリンの脱色、脱臭法においては、活性炭、イオン交換
樹脂等の消費量、作業時間、人手等も必然的にかかる等
の工業的に多くの欠点があった。In the conventional decolorization and deodorization method of the crude polyglycerin, the amount of activated carbon, ion exchange resin, etc. consumed, working time, manpower, etc. are inevitably large. There was a flaw.
【０００５】本発明は、このような従来法の欠点を除
き、操作簡易に、しかも短時間で粗ポリグリセリンを精
製する方法を提供するものである。The present invention provides a method for purifying crude polyglycerin with a simple operation and in a short time, excluding the drawbacks of the conventional method.
【０００６】[0006]
【課題を解決するための手段題】本発明者等は粗ポリグ
リセリンの精製において、作業時間の短縮、人手の省力
化並びに使用資材、薬剤の消費量を軽減する方法につい
て鋭意研究の結果、粗ポリグリセリンを貴金属系水添触
媒による水素処理工程と脱気処理工程を組み合せたとこ
ろ、極めて短時間で操作簡易に連続作業も可能な脱色、
脱臭が完全に行える精製方法を見出し本発明を完成し
た。[Means for Solving the Problems] The inventors of the present invention have conducted extensive studies on a method of reducing working time, labor saving and consumption of materials and drugs in purifying crude polyglycerin. When polyglycerin was combined with a hydrogenation process and a degassing process using a noble metal-based hydrogenation catalyst, decolorization that enables continuous operation in a very short time, easy operation,
The present invention has been completed by finding a purification method capable of completely deodorizing.
【０００７】本発明は粗ポリグリセリンを100〜300℃で
貴金属系水添触媒を用いて水素処理を行う工程と、窒素
及び／又は水蒸気中で脱気処理する工程からなることを
特徴とする粗ポリグリセリンの精製方法である。The present invention is characterized in that it comprises a step of hydrotreating crude polyglycerin at 100 to 300 ° C. using a noble metal hydrogenation catalyst, and a step of degassing in nitrogen and / or steam. This is a method for purifying polyglycerin.
【０００８】本発明の原料として使用する粗ポリグリセ
リンとしては一般にグリセリンの脱水縮合等により製造
される平均重合度２〜15のポリグリセリンが用いられ
る。As the crude polyglycerin used as the raw material of the present invention, polyglycerin having an average degree of polymerization of 2 to 15 produced by dehydration condensation of glycerin or the like is generally used.
【０００９】本発明の方法の、上記粗ポリグリセリンを
100〜300℃で貴金属系水添触媒を用いて水素処理を行う
工程は、貴金属系水添触媒としてパラジウム、白金、ル
テニウム、ロジウム等の貴金属を適宜の担体、好適には
活性炭又はシリカに担持させた触媒を用いる。なお、こ
れらパラジウム等の貴金属の担体への担持は担体の外表
面に行うと好適である。表面担持の場合の脱色率は98.5
％，担体中に均一に担持した場合の88.6％に比し優れて
いる。以上の貴金属系水添触媒を用いて水素処理を行う
には、一般の水素処理手段に準じて行う、即ち、触媒の
存在下粗ポリグリセリンと水素を接触させる手段で行
う。この場合、接触は100〜300℃で行う。100℃未満で
は脱色が不充分であり、300℃を超えると熱分解により
着色するおそれがある。好適には150〜250℃が採用され
る。圧力は別に規定はない。一般に１気圧より加圧下の
方が脱色率が良いが、圧力の差による脱色性の効果はそ
れ程現われない。また高圧でも支障はないが設備並びに
法規適用等から見て大体０〜10Kg/cm2Gが使用される。
以上の水素処理工程によって粗ポリグリセリンの脱色効
果を充分に奏することができる。The above crude polyglycerin of the method of the present invention is
In the step of carrying out the hydrogen treatment at 100 to 300 ° C. using the noble metal hydrogenation catalyst, palladium, platinum, ruthenium, rhodium or other noble metal as the noble metal hydrogenation catalyst is supported on an appropriate carrier, preferably activated carbon or silica. Used catalyst. In addition, it is preferable that the noble metal such as palladium is loaded on the carrier on the outer surface of the carrier. Decolorization rate when supported on the surface is 98.5
%, Which is superior to 88.6% when uniformly loaded on the carrier. The hydrogen treatment using the above-mentioned noble metal-based hydrogenation catalyst is performed according to a general hydrogen treatment means, that is, a means for bringing the crude polyglycerin into contact with hydrogen in the presence of the catalyst. In this case, the contact is carried out at 100 to 300 ° C. If it is less than 100 ° C, decolorization is insufficient, and if it exceeds 300 ° C, it may be colored due to thermal decomposition. Suitably 150-250 degreeC is employ | adopted. The pressure is not specified separately. Generally, the decolorization rate is better under pressure than 1 atm, but the effect of decolorization due to the difference in pressure does not appear so much. There is no problem even at high pressure, but 0 to 10 kg / cm 2 G is generally used in view of equipment and application of regulations.
By the above hydrogen treatment step, the decolorizing effect of the crude polyglycerin can be sufficiently exerted.
【００１０】窒素及び／又は水蒸気中で脱気する工程
は、前記水素処理工程の前でも後でもよい。この工程は
窒素及び／又は水蒸気中で酸素の混入を極力避けて行
う。圧力は低ければ低い程有効であり、約760mmHg以下
で行う。本脱気工程は普通150〜250℃で行う。別に特別
な範囲はないが余り高温になると着色し、また低温にす
ぎると時間がかかるので上記の範囲が好都合である。The step of degassing in nitrogen and / or steam may be before or after the hydrotreating step. This step is carried out in nitrogen and / or water vapor while avoiding oxygen contamination as much as possible. The lower the pressure is, the more effective it is, and the pressure is about 760 mmHg or less. This degassing step is usually performed at 150 to 250 ° C. There is no special range, but if the temperature is too high, coloring occurs, and if the temperature is too low, it takes time, so the above range is convenient.
【００１１】以上の如くして得られたポリグリセリンは
色及び臭の完全に除かれた精製ポリグリセリンであり、
そのまま化粧料資材、医薬品資材又は各種の合成中間体
として使用する上極めて有用なものである。本発明の方
法はバツチ法、連続法の何れでも行うことができる。次
に本発明の実施例並びにその効果を示す試験例を挙げて
更に詳細に説明する。The polyglycerin obtained as described above is a purified polyglycerin from which color and odor have been completely removed.
It is extremely useful when used as it is as a cosmetic material, a pharmaceutical material, or various synthetic intermediates. The method of the present invention can be carried out by either a batch method or a continuous method. Next, examples of the present invention and test examples showing the effects thereof will be described in more detail.
【００１２】[0012]
【実施例】実施例 (a) グリセリンの脱水縮合により合成した平均重合度
２のポリグリセリン（淡黄色に着色し、UV420nmの吸光
度は0.350を有す）150ｇに活性炭の表面部に担持したパ
ラジウム触媒（パラジウム含量0.5重量％）1.5ｇを加
え、オートクレーブ中で水素圧６kg/cm2G，200℃で１時
間反応を行い、反応終了後触媒を濾別した。 (b) このポリグリセリンを減圧流通式脱臭塔に上方よ
り流入し、窒素ガスを同塔の下方より流入し、塔内を30
mmHgの窒素圧の下200℃で１時間脱気処理し脱色、脱臭
されたポリグリセリン150ｇを得た。 (c) 脱水縮合により合成した平均重合度10のポリグリ
セリン（黄色に着色し、UV420nmの吸光度は0.540を有
す）150ｇに活性炭の表面部に担持したパラジウム触媒
（パラジウム含有量0.5重量％）1.5ｇを加え、オートク
レーブ中で水素圧６Kg/cm2，G，250℃で１時間反応を行
い、反応終了後触媒を濾過分離した。このポリグリセリ
ンを減圧流通式脱臭塔に上方より流入し、窒素ガスを同
塔の下方より供給し、30mmHgの窒素圧のもと250℃で１
時間脱気処理し脱色、脱臭されたポリグリセリン150ｇ
を得た。Examples (a) Palladium catalyst supported on the surface of activated carbon on 150 g of polyglycerol synthesized by dehydration condensation of glycerin and having an average degree of polymerization of 2 (colored pale yellow and has an absorbance at UV420 nm of 0.350) 1.5 g (palladium content 0.5% by weight) was added, and the reaction was carried out in an autoclave at a hydrogen pressure of 6 kg / cm 2 G and 200 ° C. for 1 hour, and after completion of the reaction, the catalyst was filtered off. (b) This polyglycerin was introduced into the decompression tower of reduced pressure from above, and nitrogen gas was introduced from below into the tower to remove 30
Degassing was performed at 200 ° C. for 1 hour under a nitrogen pressure of mmHg to obtain 150 g of decolorized and deodorized polyglycerin. (c) Palladium catalyst (palladium content 0.5% by weight) supported on the surface of activated carbon in 150 g of polyglycerin synthesized by dehydration condensation and having an average degree of polymerization of 10 (colored yellow and has an absorbance at UV 420 nm of 0.540) 1.5 g was added, and the reaction was carried out in an autoclave at a hydrogen pressure of 6 kg / cm 2 , G at 250 ° C. for 1 hour, and after completion of the reaction, the catalyst was separated by filtration. This polyglycerin was flown into the decompression type deodorization tower from above, and nitrogen gas was supplied from the bottom of the tower, under a nitrogen pressure of 30 mmHg at 250 ° C.
150g of polyglycerin decolorized and deodorized after degassing for a long time
I got
【００１３】〔効果試験例〕 例１ パラジウム触媒の水素化脱色反応による脱色試験 実施例（a）のパラジウム触媒の担体を活性炭に代え、
シリカ、アルミナ、シリカアルミナを担体として用い同
量のパラジウムを含有するパラジウム触媒を用い、実施
例（a）と同様に平均重合度２のポリグリセリンを水素
処理した脱色率は下記表１の通りであった。[Effect test example] Example 1 Decolorization test by hydrodecolorization reaction of palladium catalyst The carrier of the palladium catalyst of Example (a) was replaced with activated carbon,
Table 1 below shows the decolorization rate obtained by hydrogenating polyglycerol having an average degree of polymerization of 2 in the same manner as in Example (a) using a palladium catalyst containing silica, alumina, and silica-alumina as a carrier and containing the same amount of palladium. there were.
【表１】 以上の結果より、何れの触媒も脱色効果はあるが、ア
ルミナ、シリカアルミナでは一部成分の分解が生じてい
ることがガスクロマトグラフィー分析で確認された。[Table 1] From the above results, it was confirmed by gas chromatography analysis that although any catalyst had a decolorizing effect, decomposition of some components occurred in alumina and silica-alumina.
【００１４】例２ 実施例（a）の水素化工程の反応温
度、水素圧の脱色への影響試験 実施例（a）の水素化工程において、流通式反応器を用
いて、反応温度、水素圧の影響による脱色率を試験し
た。その結果を次の表２に示す。その他の反応条件は実
施例（a）と同じである。Example 2 Test of influence of reaction temperature and hydrogen pressure on decolorization in hydrogenation step of Example (a) In the hydrogenation step of Example (a), a reaction temperature and hydrogen pressure were used using a flow reactor. The decolorization rate due to the effect of was tested. The results are shown in Table 2 below. The other reaction conditions are the same as in Example (a).
【表２】 以上の結果より、220℃，250℃で脱色率が水素圧が同
一条件では200℃よりやや劣るのは高温による熱分解に
よるものと考える。[Table 2] From the above results, it is considered that the decolorization rate at 220 ° C and 250 ° C is slightly inferior to 200 ° C under the same hydrogen pressure conditions because of thermal decomposition at high temperature.
【００１５】例３ 実施例（b）の脱気処理工程におけ
る脱臭試験 実施例（b）の脱気処理の工程において、使用気体、窒
素、水蒸気及び温度、圧力による脱臭効果を試験した。
他の条件は実施例（b）と同一である。その結果を次の
表３に示す。Example 3 Deodorization test in the degassing process of Example (b) In the degassing process of Example (b), the deodorizing effect by the used gas, nitrogen, steam, temperature and pressure was tested.
The other conditions are the same as in Example (b). The results are shown in Table 3 below.
【表３】 官能評価の◎は無臭、○はほぼ無臭、△やや臭気あり、
×は臭気強いを表わす。[Table 3] Sensory evaluation ◎ is odorless, ○ is almost odorless, △ has a little odor,
X represents a strong odor.
【００１６】[0016]
【発明の効果】本発明は粗ポリグリセリンを脱色、脱臭
する操作簡易に、人手並びに資材の消費もなく連続、バ
ツチ何れの方法でも実施し得る方法であり、無色、無臭
のポリグリセリンを工業的に多量に供給することができ
る極めて有用な方法である。INDUSTRIAL APPLICABILITY The present invention is a method which can be carried out simply by decolorizing and deodorizing crude polyglycerin, continuously and without consumption of materials and materials. It is a very useful method that can supply a large amount to
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 昭59−33238（ＪＰ，Ａ) 特開 平１−275544（ＪＰ，Ａ) 特開 平１−254636（ＪＰ，Ａ) ─────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-59-33238 (JP, A) JP-A-1-275544 (JP, A) JP-A-1-254636 (JP, A)
Claims (3)
系水添触媒を用いて水素処理を行う工程と、窒素及び／
又は水蒸気中で脱気処理する工程からなることを特徴と
する粗ポリグリセリンの精製方法。1. A step of subjecting crude polyglycerin to hydrogen treatment at 100 to 300 ° C. using a noble metal hydrogenation catalyst, and nitrogen and / or
Alternatively, a method for purifying crude polyglycerin, which comprises a step of degassing in steam.
担持されたパラジウム触媒であることを特徴とする請求
項１記載の粗ポリグリセリンの精製方法。2. The method for purifying crude polyglycerin according to claim 1, wherein the noble metal hydrogenation catalyst is a palladium catalyst supported on activated carbon or silica.
されていることを特徴とする請求項１記載の粗ポリグリ
セリンの精製方法。3. The method for purifying crude polyglycerin according to claim 1, wherein the noble metal hydrogenation catalyst is supported on the outer surface of the carrier.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3194972A JPH0825939B2 (en) | 1991-07-10 | 1991-07-10 | Purification method of polyglycerin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3194972A JPH0825939B2 (en) | 1991-07-10 | 1991-07-10 | Purification method of polyglycerin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0517384A JPH0517384A (en) | 1993-01-26 |
| JPH0825939B2 true JPH0825939B2 (en) | 1996-03-13 |
Family
ID=16333410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3194972A Expired - Fee Related JPH0825939B2 (en) | 1991-07-10 | 1991-07-10 | Purification method of polyglycerin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0825939B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7342142B2 (en) * | 2003-05-06 | 2008-03-11 | E.I. Du Pont De Nemours And Company | Hydrogenation of polytrimethylene ether glycol |
| JP4832393B2 (en) * | 2007-09-20 | 2011-12-07 | 月島環境エンジニアリング株式会社 | Method and apparatus for separating polyglycerin using a membrane |
| MY157648A (en) * | 2008-02-21 | 2016-07-15 | Malaysian Palm Oil Board Mpob | A process for reducing colour of a polyglycerol |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61166832A (en) * | 1985-01-17 | 1986-07-28 | Taiyo Kagaku Kk | Purification of polyglycerol |
-
1991
- 1991-07-10 JP JP3194972A patent/JPH0825939B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0517384A (en) | 1993-01-26 |
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