JPS62277332A - Production of xylitol - Google Patents
Production of xylitolInfo
- Publication number
- JPS62277332A JPS62277332A JP61119375A JP11937586A JPS62277332A JP S62277332 A JPS62277332 A JP S62277332A JP 61119375 A JP61119375 A JP 61119375A JP 11937586 A JP11937586 A JP 11937586A JP S62277332 A JPS62277332 A JP S62277332A
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- xylan
- solution
- water
- aqueous solution
- 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.)
- Granted
Links
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 title claims abstract description 13
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 title claims abstract description 12
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 title claims abstract description 12
- 239000000811 xylitol Substances 0.000 title claims abstract description 12
- 229960002675 xylitol Drugs 0.000 title claims abstract description 12
- 235000010447 xylitol Nutrition 0.000 title claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 239000003054 catalyst Substances 0.000 claims abstract description 22
- 229920001221 xylan Polymers 0.000 claims abstract description 19
- 150000004823 xylans Chemical class 0.000 claims abstract description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 8
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910000564 Raney nickel Inorganic materials 0.000 claims abstract description 4
- 238000010025 steaming Methods 0.000 claims abstract description 4
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052707 ruthenium Inorganic materials 0.000 claims abstract description 3
- 229930014626 natural product Natural products 0.000 claims description 12
- 238000000605 extraction Methods 0.000 claims description 10
- 238000000034 method Methods 0.000 abstract description 15
- 238000006243 chemical reaction Methods 0.000 abstract description 13
- 239000002253 acid Substances 0.000 abstract description 11
- 239000000243 solution Substances 0.000 abstract description 11
- 238000005984 hydrogenation reaction Methods 0.000 abstract description 8
- 239000013078 crystal Substances 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 5
- 238000002242 deionisation method Methods 0.000 abstract description 4
- 238000009835 boiling Methods 0.000 abstract description 3
- 239000007787 solid Substances 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 2
- 239000005445 natural material Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000004880 explosion Methods 0.000 abstract 1
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 8
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 229920002488 Hemicellulose Polymers 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- 238000007796 conventional method Methods 0.000 description 4
- 238000006386 neutralization reaction Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 235000018185 Betula X alpestris Nutrition 0.000 description 2
- 235000018212 Betula X uliginosa Nutrition 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000005422 blasting Methods 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- 206010028391 Musculoskeletal Pain Diseases 0.000 description 1
- 208000007613 Shoulder Pain Diseases 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 239000003978 infusion fluid Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- NCPHGZWGGANCAY-UHFFFAOYSA-N methane;ruthenium Chemical compound C.[Ru] NCPHGZWGGANCAY-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000969 xylosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)CO1)* 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
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
【発明の詳細な説明】
３、発明の詳細な説明
産業上の利用分野
本発明はキシラン含有天然物を茎煮又は爆砕したのち、
水で抽出して得た水）容液を水素加圧下で触媒を用い加
水分解すると同時に水素添加して輸液等として有用なキ
シリトールを製造する方法に関するものである。Detailed Description of the Invention 3. Detailed Description of the Invention Industrial Application Field The present invention involves boiling or blasting a xylan-containing natural product, and then
This invention relates to a method for producing xylitol, which is useful as an infusion solution, by hydrolyzing an aqueous solution obtained by extraction with water using a catalyst under hydrogen pressure and simultaneously hydrogenating it.
従来の技術
従来から知られているキシリトールの製造方法としては
、■キノラン含有天然物を茎者又は爆砕したのち抽出し
て得られたキシランを主成分とするヘミセルロース水溶
液を２〜５％の硫酸で加水分解してキンロース水溶液を
得、これに中和、脱色、脱イオン等の精製操作を加え５
４縮・結晶化してキソロース結晶を得、更にこれを水に
溶解してニッケル等の触媒を用い水素加圧下で水素添加
して一連の精製工程ののちに１肩痛・結晶化をしてキシ
リトールを得る方法や、■特公昭４９−４８２８８号公
報に示されるようにキノラン含を天然物を少量の酸で前
処理して水洗し、キシラン含有天然物より灰分を除去し
て酸又は酸性を示す水溶液中で強酸塩などを加水分解削
として水素添加触媒と共に加え高温・水素力ｎ圧下で抽
出と加水分解と水素添加を同時に行なってキシリトール
を得る方法が知られている。Conventional technology The conventionally known method for producing xylitol is as follows: - A hemicellulose aqueous solution containing xylan as a main component obtained by extracting a quinolane-containing natural product after stalking or crushing it is mixed with 2 to 5% sulfuric acid. Hydrolyze to obtain a kinloose aqueous solution, which is subjected to purification operations such as neutralization, decolorization, and deionization.
4 Condensation and crystallization to obtain xolose crystals, which are further dissolved in water and hydrogenated under hydrogen pressure using a catalyst such as nickel. After a series of purification steps, 1 shoulder pain and crystallization are performed to obtain xylitol. As shown in Japanese Patent Publication No. 49-48288, quinolane-containing natural products are pretreated with a small amount of acid and washed with water to remove ash from the xylan-containing natural products to make them acidic or acidic. A method is known in which xylitol is obtained by adding a strong acid salt or the like in an aqueous solution as a hydrolytic agent together with a hydrogenation catalyst, and simultaneously performing extraction, hydrolysis, and hydrogenation at high temperature and under hydrogen pressure.
明が解決しようとする問題点 しかしながら従来の方法には様々な欠点がある。Problems that Ming tries to solve However, conventional methods have various drawbacks.
例えば、上述の■にて提案されている方法ではキシラン
含有天然物を硫酸で加水分解してキシロースを得るが、
この際にはキシロースが比較的酸に弱い糖であるためキ
シロースが分解したり２着色がはげしくなったり、収率
が下がったりなどの欠点があり、更に、中和工程が必要
で、その際に生成する硫酸力ルンウムの分離が困難であ
ったり。For example, in the method proposed in item (2) above, xylose is obtained by hydrolyzing a xylan-containing natural product with sulfuric acid.
In this case, since xylose is a relatively acid-resistant sugar, there are disadvantages such as decomposition of xylose, severe discoloration, and a decrease in yield.Furthermore, a neutralization step is required, and at that time, It is difficult to separate the sulfuric acid produced.
キシロースが硫酸カルシウムに抱きこまれて一段とキシ
ロースの収率が下がるなどの欠点もあった。There were also drawbacks, such as the fact that xylose was trapped in calcium sulfate, further reducing the yield of xylose.
その改良方法として提案された上述の■の方法において
も多（の欠点がある０例えばキシラン含有天然物からキ
シランを抽出する際や、そのキシランを加水分解する際
に加水分解剤として酸を加えており、このために水素添
加触媒の被毒や活性の低下を招いている。更にそれらの
酸は精製工程で除かなければならず、イオン交換負荷を
工程中にわざわざ加えていることになる。又その工程は
キシラン含有天然物から直接、抽出及び加水分解並びに
水素添加を同時に行なうため２反応残渣から触媒を回収
することがほとんど不可能であって触媒の再利用も抽出
残渣の利用も極めて困難にしているという欠点もある。The above-mentioned method (2), which was proposed as an improvement method, has many drawbacks. For example, when extracting xylan from a xylan-containing natural product or when hydrolyzing the xylan, acid is added as a hydrolyzing agent. This causes poisoning of the hydrogenation catalyst and a decrease in activity.Furthermore, these acids must be removed in the purification process, which means that an ion exchange load is added during the process. In addition, since the process involves simultaneous extraction, hydrolysis, and hydrogenation directly from xylan-containing natural products, it is almost impossible to recover the catalyst from the residues of the two reactions, making it extremely difficult to reuse the catalyst or utilize the extraction residue. There is also a drawback that it is.
それに加えて酸を使用することは設備の材質にも重大な
影響を及ぼす。つまり酸を加える工程の設備から中和又
は脱イオンの工程の設備まではすべて耐酸設備としなけ
ればならず、極めて高価なグラスライニングの設備やチ
タン張りの設備が必要となって経済的に非常に不利であ
った。In addition, the use of acids also has a significant impact on the material of the equipment. In other words, everything from the equipment for the process of adding acid to the equipment for the neutralization or deionization process must be acid-resistant, which requires extremely expensive glass-lined equipment and titanium-lined equipment, making it extremely economically viable. It was a disadvantage.
問題を解 するための手段
以上のような様々な欠点を克服するべく鋭意研究を行な
った結果１本発明者等はキシラン含有天然物を特定の条
件で蒸煮又は爆砕し、水でキシランを抽出して得た水溶
液を水素加圧下５触媒を用いて、特定の条件下で加水分
解すると同時に水素添加することによって、キシリトー
ルの収率をあまり下げることなく、短かい工程で、耐酸
設備が要求されず、しかも触媒や反応残渣の再利用の可
能な極めて有利なキシリトールの製造方法を完成するに
至った。Means to Solve the ProblemAs a result of intensive research to overcome the various drawbacks mentioned above, the present inventors have developed a method of steaming or exploding xylan-containing natural products under specific conditions and extracting xylan with water. By hydrolyzing and simultaneously hydrogenating the aqueous solution obtained under hydrogen pressure using a catalyst under specific conditions, the yield of xylitol is not significantly reduced, the process is short, and acid-resistant equipment is not required. Furthermore, we have completed an extremely advantageous method for producing xylitol that allows the catalyst and reaction residue to be reused.
すなわち、キシラン含有天然物を公知の技術であるとこ
ろの茎者又は爆砕処理するがその反応条件を温度１３０
〜２３０℃７時間１〜６０分とすることによって爆砕又
はＭ煮処理したキシラン含有天然物中にアセチル基を遊
離させ液のｐＨを３〜４にせしめてその後の水又は温水
での抽出を容易にすることができることを見出した。こ
のように処理したキシラン含有天然物から水又は温水で
抽出して得た液に溶液の固形分の５〜ｌＯ％程度の活性
炭を加えて溶液中の蛋白質等の触媒毒物質を吸着させ、
濾過によって活性炭を除いたのちに加水分解すると同時
に水素添加反応を行なう。That is, the xylan-containing natural product is subjected to a stem or blast treatment using known techniques, but the reaction conditions are set at a temperature of 130℃.
By heating at ~230℃ for 7 hours and 1 to 60 minutes, acetyl groups are liberated in the blasted or boiled xylan-containing natural product, and the pH of the liquid is adjusted to 3 to 4, making subsequent extraction with water or hot water easier. I found out that it can be done. Activated carbon with an amount of about 5 to 10% of the solid content of the solution is added to the liquid obtained by extracting the xylan-containing natural product thus treated with water or hot water to adsorb catalyst poisonous substances such as proteins in the solution.
After removing activated carbon by filtration, hydrolysis and hydrogenation reaction are simultaneously carried out.
この時、キノランの加水分解と生成したキシロースを同
一反応容器内で即座に水素添加するには反応条件を微妙
に選定しなければならない。それは加水分解を充分に行
なうには低いｐＨでしかも高温で比較的長時間の反応条
件が好ましいが、キシランの加水分解の結果生成するキ
シロースは化学的に弱い糖であるため、水素添加反応の
条件は出来る限り温和なほうが有利だからである。At this time, reaction conditions must be carefully selected in order to hydrolyze quinolane and immediately hydrogenate the generated xylose in the same reaction vessel. In order to carry out sufficient hydrolysis, it is preferable to use low pH, high temperature, and relatively long reaction conditions, but since xylose produced as a result of xylan hydrolysis is a chemically weak sugar, the hydrogenation reaction conditions are This is because it is advantageous to be as gentle as possible.
つまり、溶液中固形分の５〜２０％程度の水素添加用ラ
ネーニッケル触媒又はルテニウム触媒を用いて、水素圧
力５０〜１５０に＋ｒ／ａｎｔ、温度１６０〜温度１６
０〜屓００
とによってキシランを充分に加水分解し，生成したキシ
ロースの分解を抑えながら水素添加することに成功した
。更に１反応液から触媒を除き脱イオン等の常法によっ
て精製し．濃縮・結晶化してキシリトール結晶を得るこ
とができた。That is, using a Raney nickel catalyst or ruthenium catalyst for hydrogenation with a solid content of about 5 to 20% in the solution, hydrogen pressure of 50 to 150 + r/ant, temperature of 160 to 16
We succeeded in sufficiently hydrolyzing xylan by 0 to 00 and hydrogenating it while suppressing the decomposition of the produced xylose. Furthermore, the catalyst was removed from the first reaction solution and purified by conventional methods such as deionization. Xylitol crystals were obtained by concentration and crystallization.
作用及び発明の効果
以上述べたように３本発明ではキンラン含有天熱動から
ヘミセルロース（キシラン）を抽出する際に公知の茎煮
・爆砕技術を使用するが、その後の操作や反応を容易に
するためにその奈者・爆砕条件を一定の範囲に限定して
使用する。Actions and Effects of the Invention As mentioned above, in the present invention, the known stem boiling and crushing technique is used when extracting hemicellulose (xylan) from the natural heat extract containing quintessence, but it facilitates subsequent operations and reactions. Therefore, the Nana/blast conditions are limited to a certain range and used.
またヘミセルロースを抽出するときに水又は温水を使用
できるため、中和の必要がなくヘミセルロースを加水分
解する際にも新たに酸等の加水分解剤を加えることなく
反応させることができるため、その後の精製負荷が少な
く、触媒の活性低下も抑えることができ、ひいては触媒
の回収も可能となってキシリトールの収率が高〈従来法
の欠点を大幅に改善したキシリトールの製造法を完成す
るに至った。In addition, since water or hot water can be used when extracting hemicellulose, there is no need for neutralization, and when hydrolyzing hemicellulose, the reaction can be carried out without adding a new hydrolyzing agent such as an acid. The refining load is low, the decline in catalyst activity can be suppressed, and the catalyst can also be recovered, resulting in a high xylitol yield.We have now completed a method for producing xylitol that greatly improves the drawbacks of conventional methods. .
つぎに本発明を更に実施例をもって具体的に説明する。Next, the present invention will be further specifically explained with reference to Examples.
実施例 １
風乾シラカバチップ１０ｋｇを２００℃でｌＯ分間茎昔
処理したのち、水２０に＋ｒを用いて、ンラカバ茎考物
よりヘミセルロースをｔ先い出し、／ｉ変８％の抽出液
を得た。Example 1 After treating 10 kg of air-dried birch chips at 200°C for 10 minutes, hemicellulose was drawn out from the birch stalks using 20% water and +r to obtain an 8% /i extract. .
この抽出／＆ ５００ ｇに、２．０ｇの活性炭を加え
室温で１時間攪拌したのち、活性炭を濾過する。2.0 g of activated carbon was added to 500 g of this extraction/&, and the mixture was stirred at room temperature for 1 hour, and then the activated carbon was filtered.
濾液に、市販のラネーニッケル触媒（日興理化学産業株
式会社）３．０ｇを加え内容積１１の環６ｎｆｆｉ拌ス
テンレス鋼製オートクレーブに入れる。これに、水素ガ
スを１００ｋｇ／ｃＩ１１充填し、温度１８０°Ｃで２
時間Ｐｉ１．拌して反応させる。3.0 g of a commercially available Raney nickel catalyst (Nikko Rikagaku Sangyo Co., Ltd.) was added to the filtrate, and the mixture was placed in a 6nffi stainless steel autoclave with an internal volume of 11 rings. This was filled with 100 kg/cI11 of hydrogen gas and heated to 180°C for 2 hours.
Time Pi1. Stir and react.
触媒を濾過したのち、濾液を常法によりアンバーライト
ＩＲ−１２０Ｈ型１２０ｍ／！及びＩＲＡ−４１００Ｈ
型２４０ｍ１ （オルガノ商会）で脱イオンＩＲＭし、
脱イオン液を減圧下で全量３５ｇに１濃縮し、メタノー
ル３５ｍｆｆ１を加えて一昼夜放置することにより、無
色のキンリット結晶が析出する。これを：ｆ＃、ａ乾燥
してキンリント１６．０ｇ（融点９０．２℃）を得た。After filtering the catalyst, the filtrate was transferred to Amberlite IR-120H type 120m/! using a conventional method. and IRA-4100H
Deionized IRM using mold 240m1 (Organo Shokai),
The deionized solution was concentrated under reduced pressure to a total amount of 35 g, 35 mff of methanol was added, and the mixture was left to stand overnight to precipitate colorless kinlite crystals. This was dried: f#, a to obtain 16.0 g of quinlint (melting point: 90.2°C).
実施例 ２
風乾綿実殻ＩＱｋｇを２３０℃で１分間爆砕処理したの
ち、水３０ｋｇで抽出を行ない４度１０％の液を得た。Example 2 After blasting IQ kg of air-dried cotton seed husks at 230° C. for 1 minute, extraction was performed with 30 kg of water to obtain a 10% solution four times.
この抽出液５００ｇに２ニフケル触媒４．０ｇを加え、
水素ガス５０ｋｇ／ｃｊに充填し、実施例１の’ＡＨで
反応温度２００℃で６０分間反応させる。Add 4.0 g of 2-Nifkel catalyst to 500 g of this extract,
It was filled with hydrogen gas at 50 kg/cj and reacted with 'AH of Example 1 at a reaction temperature of 200° C. for 60 minutes.
以下、実施例１と同様の処理をして脱イオン液を４５ｇ
に１７４縮して２ メタノール４５ｍｆｆを加え。Hereinafter, 45 g of deionized solution was treated in the same manner as in Example 1.
Condensed to 174 mL and added 45 mff of 2 methanol.
２４５ｇのキシリット結晶（融点９１．５℃）を得た。245 g of xylit crystals (melting point 91.5°C) were obtained.
実施例 ３
風乾バカス１０ｋｇを１５０℃で３０分間蒸奢処理した
のち、水３０ｋｇで抽出を行ない濃度４％の液を得た。Example 3 After steaming 10 kg of air-dried Bacas at 150° C. for 30 minutes, extraction was performed with 30 kg of water to obtain a liquid with a concentration of 4%.
この抽出？ａ５００ｇに、０．５％ルテニウム炭素触媒
（日本エンゲルハルト社製）４ｇを加えて水素ガス１３
０ｋｇ／ｃＭに充填し２実施例１の装置で反応温度１６
０℃で１８０分間反応させる。This extraction? Add 4g of 0.5% ruthenium carbon catalyst (manufactured by Nippon Engelhard) to 500g of a, and add 13g of hydrogen gas.
Filled to 0 kg/cM, the reaction temperature was 16 using the apparatus of Example 1.
React for 180 minutes at 0°C.
以下、実施例１と同様の処理をして脱イオン液を１５ｇ
に濃縮して、メタノール１５ｍ６を加え。Hereinafter, 15 g of deionized solution was treated in the same manner as in Example 1.
Concentrate and add 15 m6 of methanol.
７．８ｇのキシリフト結晶（融点９０．５ ’Ｃ）を得
た。7.8 g of Xylift crystals (melting point 90.5'C) were obtained.
特許出願人 農林水産省 林業試験場 同 東和化成工業株式会社Patent applicant: Ministry of Agriculture, Forestry and Fisheries Forestry Experiment Station Towa Kasei Kogyo Co., Ltd.
Claims (1)
６０分間の条件で蒸煮又は爆砕したのち、水で抽出して
得られる水溶液を水素加圧下、温度１５０〜２００℃、
６０〜１８０分間の条件でラネーニッケル触媒又はルテ
ニウム触媒を用いて加水分解すると同時に水素添加する
ことを特徴とするキシリトールの製造法。1 xylan-containing natural product at a temperature of 130-230°C, 1-
After steaming or crushing for 60 minutes, the aqueous solution obtained by extraction with water is heated under hydrogen pressure at a temperature of 150 to 200°C.
A method for producing xylitol, which comprises hydrolyzing and simultaneously hydrogenating using a Raney nickel catalyst or a ruthenium catalyst for 60 to 180 minutes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61119375A JPH0617327B2 (en) | 1986-05-26 | 1986-05-26 | Method for producing xylitol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61119375A JPH0617327B2 (en) | 1986-05-26 | 1986-05-26 | Method for producing xylitol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62277332A true JPS62277332A (en) | 1987-12-02 |
| JPH0617327B2 JPH0617327B2 (en) | 1994-03-09 |
Family
ID=14759953
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61119375A Expired - Lifetime JPH0617327B2 (en) | 1986-05-26 | 1986-05-26 | Method for producing xylitol |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0617327B2 (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003221339A (en) * | 2002-01-29 | 2003-08-05 | Oji Paper Co Ltd | Anti-inflammatory agent |
| JP2006514953A (en) * | 2002-12-30 | 2006-05-18 | テイト・アンド・ライル・ヨーロッパ・ナムローゼ・フェンノートシャップ | Methods for preparing alkali- and heat-stable sugar alcohol compositions and sorbitol compositions |
| WO2007100052A1 (en) * | 2006-03-01 | 2007-09-07 | National University Corporation Hokkaido University | Catalyst for hydrolysis of cellulose and/or reduction of hydrolysis product thereof, and method for producing sugar alcohol from cellulose |
| WO2014013506A1 (en) | 2012-07-16 | 2014-01-23 | Council Of Scientific & Industrial Research | Process for production of crystalline xylitol using pichia caribbica and its application for quorum sensing inhibition |
| CN109692687A (en) * | 2018-12-28 | 2019-04-30 | 浙江工业大学 | A kind of platinum nickel/active carbon is total to loaded catalyst and its preparation and application |
-
1986
- 1986-05-26 JP JP61119375A patent/JPH0617327B2/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003221339A (en) * | 2002-01-29 | 2003-08-05 | Oji Paper Co Ltd | Anti-inflammatory agent |
| JP2006514953A (en) * | 2002-12-30 | 2006-05-18 | テイト・アンド・ライル・ヨーロッパ・ナムローゼ・フェンノートシャップ | Methods for preparing alkali- and heat-stable sugar alcohol compositions and sorbitol compositions |
| WO2007100052A1 (en) * | 2006-03-01 | 2007-09-07 | National University Corporation Hokkaido University | Catalyst for hydrolysis of cellulose and/or reduction of hydrolysis product thereof, and method for producing sugar alcohol from cellulose |
| US8945309B2 (en) | 2006-03-01 | 2015-02-03 | National University Corporation Hokkaido University | Catalyst for cellulose hydrolysis and/or reduction of cellulose hydrolysis products and method of producing sugar alcohols from cellulose |
| WO2014013506A1 (en) | 2012-07-16 | 2014-01-23 | Council Of Scientific & Industrial Research | Process for production of crystalline xylitol using pichia caribbica and its application for quorum sensing inhibition |
| CN109692687A (en) * | 2018-12-28 | 2019-04-30 | 浙江工业大学 | A kind of platinum nickel/active carbon is total to loaded catalyst and its preparation and application |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0617327B2 (en) | 1994-03-09 |
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