JP2970470B2 - Method for producing 1,3-di- (2-hydroxy-2-propyl) -benzene - Google Patents
Method for producing 1,3-di- (2-hydroxy-2-propyl) -benzeneInfo
- Publication number
- JP2970470B2 JP2970470B2 JP7121304A JP12130495A JP2970470B2 JP 2970470 B2 JP2970470 B2 JP 2970470B2 JP 7121304 A JP7121304 A JP 7121304A JP 12130495 A JP12130495 A JP 12130495A JP 2970470 B2 JP2970470 B2 JP 2970470B2
- Authority
- JP
- Japan
- Prior art keywords
- propyl
- hydroxy
- benzene
- solution
- weight
- 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
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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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は、１，３−ジ−（２−ヒ
ドロキシ−２−プロピル）−ベンゼンの製造方法に関す
るものである。更に詳しくは、本発明は、不純物として
の３−アセチルキュメンヒドロペルオキシド及び３−ア
セチル−（２−ヒドロキシ−２−プロピル）−ベンゼン
を含有する３−（２−ヒドロキシ−２−プロピル）−キ
ュメンヒドロペルオキシドのメチルイソブチルケトン溶
液である原料液を水素還元に付すことにより１，３−ジ
−（２−ヒドロキシ−２−プロピル）−ベンゼンのメチ
ルイソブチルケトン溶液を得る１，３−ジ−（２−ヒド
ロキシ−２−プロピル）−ベンゼンの製造方法であっ
て、高純度の１，３−ジ−（２−ヒドロキシ−２−プロ
ピル）−ベンゼンを得ることができる１，３−ジ−（２
−ヒドロキシ−２−プロピル）−ベンゼンの製造方法に
関するものである。The present invention relates to a process for producing 1,3-di- (2-hydroxy-2-propyl) -benzene. More specifically, the present invention relates to 3- (2-hydroxy-2-propyl) -cumenhydro containing 3-acetylcumene hydroperoxide and 3-acetyl- (2-hydroxy-2-propyl) -benzene as impurities. A raw material solution which is a solution of peroxide in methyl isobutyl ketone is subjected to hydrogen reduction to obtain a solution of 1,3-di- (2-hydroxy-2-propyl) -benzene in methyl isobutyl ketone 1,3-di- (2- A method for producing hydroxy-2-propyl) -benzene, which can obtain 1,3-di- (2-hydroxy-2-propyl) -benzene of high purity.
-Hydroxy-2-propyl) -benzene.
【０００２】[0002]
【従来の技術】３−（２−ヒドロキシ−２−プロピル）
−キュメンヒドロペルオキシドのメチルイソブチルケト
ン溶液である原料液を水素還元に付すことにより１，３
−ジ−（２−ヒドロキシ−２−プロピル）−ベンゼンの
メチルイソブチルケトン溶液を得る方法は、たとえば特
開昭６１−８５３４０号公報に開示がある。しかしなが
ら、これら従来の方法を、不純物としての３−アセチル
キュメンヒドロペルオキシド及び３−アセチル−（２−
ヒドロキシ−２−プロピル）−ベンゼンを含有する３−
（２−ヒドロキシ−２−プロピル）−キュメンヒドロペ
ルオキシドのメチルイソブチルケトン溶液である原料液
に適用した場合、最終的に得られる１，３−ジ−（２−
ヒドロキシ−２−プロピル）−ベンゼンの純度を高める
ことが困難であるという問題がある。なお、本発明の目
的物である１，３−ジ−（２−ヒドロキシ−２−プロピ
ル）−ベンゼンは、ラジカル重合開始剤として有用なペ
ルオキシドの合成原料、光安定性に優れたウレタン原料
であるテトラメチレンキシレンジイソシアネートの製造
原料などとして有用なものである。2. Description of the Related Art 3- (2-Hydroxy-2-propyl)
The raw material solution, which is a solution of cumene hydroperoxide in methyl isobutyl ketone, is subjected to hydrogen reduction to give 1,3
A method for obtaining a solution of -di- (2-hydroxy-2-propyl) -benzene in methyl isobutyl ketone is disclosed in, for example, JP-A-61-85340. However, these conventional methods are not suitable for 3-acetylcumene hydroperoxide and 3-acetyl- (2-
(Hydroxy-2-propyl) -benzene containing 3-
When applied to a raw material solution which is a solution of (2-hydroxy-2-propyl) -cumene hydroperoxide in methyl isobutyl ketone, 1,3-di- (2-
There is a problem that it is difficult to increase the purity of (hydroxy-2-propyl) -benzene. In addition, 1,3-di- (2-hydroxy-2-propyl) -benzene, which is an object of the present invention, is a peroxide synthesis raw material useful as a radical polymerization initiator and a urethane raw material excellent in photostability. It is useful as a raw material for producing tetramethylene xylene diisocyanate.
【０００３】[0003]
【発明が解決しようとする課題】かかる現状に鑑み、本
発明が解決しようとする課題は、不純物としての３−ア
セチルキュメンヒドロペルオキシド及び３−アセチル−
（２−ヒドロキシ−２−プロピル）−ベンゼンを含有す
る３−（２−ヒドロキシ−２−プロピル）−キュメンヒ
ドロペルオキシドのメチルイソブチルケトン溶液である
原料液を水素還元に付すことにより１，３−ジ−（２−
ヒドロキシ−２−プロピル）−ベンゼンのメチルイソブ
チルケトン溶液を得る１，３−ジ−（２−ヒドロキシ−
２−プロピル）−ベンゼンの製造方法であって、高純度
の１，３−ジ−（２−ヒドロキシ−２−プロピル）−ベ
ンゼンを得ることができる１，３−ジ−（２−ヒドロキ
シ−２−プロピル）−ベンゼンの製造方法を提供する点
に存する。SUMMARY OF THE INVENTION In view of the above situation, the problem to be solved by the present invention is that 3-acetylcumene hydroperoxide and 3-acetyl-
By subjecting a raw material solution, which is a solution of 3- (2-hydroxy-2-propyl) -cumene hydroperoxide containing (2-hydroxy-2-propyl) -benzene to methyl isobutyl ketone, to hydrogen reduction, − (2-
1,3-di- (2-hydroxy-) to obtain a solution of hydroxy-2-propyl) -benzene in methyl isobutyl ketone
A method for producing 2-propyl) -benzene, which is capable of obtaining 1,3-di- (2-hydroxy-2-propyl) -benzene of high purity. -Propyl) -benzene.
【０００４】[0004]
【課題を解決するための手段】すなわち、本発明は、不
純物としての３−アセチルキュメンヒドロペルオキシド
（以下、「ＡＨＰＯ」と記すことがある。）及び３−ア
セチル−（２−ヒドロキシ−２−プロピル）−ベンゼン
（以下、「ＡＰＣＡ」と記すことがある。）を含有する
３−（２−ヒドロキシ−２−プロピル）−キュメンヒド
ロペルオキシド（以下、「ＣＨＰＯ」と記すことがあ
る。）のメチルイソブチルケトン（以下、「ＭＩＢＫ」
と記すことがある。）溶液である原料液を水素還元に付
すことにより１，３−ジ−（２−ヒドロキシ−２−プロ
ピル）−ベンゼン（以下、「ＤＫＡ」と記すことがあ
る。）のＭＩＢＫ溶液を得るＤＫＡの製造方法であっ
て、パラジウム濃度が０．００１〜０．０５重量％であ
るパラジウム担持触媒を充填した固定床反応器を用いて
該水素還元を行うＤＫＡの製造方法に係るものである。That is, the present invention provides 3-acetylcumene hydroperoxide (hereinafter sometimes referred to as "AHPO") and 3-acetyl- (2-hydroxy-2-propyl) as impurities. ) -Methyl isobutyl of 3- (2-hydroxy-2-propyl) -cumene hydroperoxide (hereinafter sometimes referred to as “CHPO”) containing benzene (hereinafter sometimes referred to as “APCA”). Ketone (hereinafter "MIBK")
It may be written. A) a solution of a raw material, which is a solution, is subjected to hydrogen reduction to obtain a MIBK solution of 1,3-di- (2-hydroxy-2-propyl) -benzene (hereinafter sometimes referred to as “DKA”); The present invention relates to a method for producing DKA in which the hydrogen reduction is carried out using a fixed bed reactor packed with a palladium-supported catalyst having a palladium concentration of 0.001 to 0.05% by weight.
【０００５】以下、詳細に説明する。The details will be described below.
【０００６】本発明の原料液は、不純物としてのＡＨＰ
Ｏ及びＡＰＣＡを含有するＣＨＰＯのＭＩＢＫ溶液であ
る。[0006] The raw material liquid of the present invention contains AHP as an impurity.
It is a MIBK solution of CHPO containing O and APCA.
【０００７】上記の原料液の一例としては、１，３−ジ
イソプロピルベンゼンを酸化反応に付すことによりジイ
ソプロピルベンゼンジヒドロペルオキシド（以下、「Ｄ
ＨＰＯ」と記すことがある。）を得、更にＭＩＢＫ抽出
などにより酸化反応液中のＤＨＰＯを分離後、ＤＨＰＯ
を分解反応に付すことによりレゾルシンを得る工程にお
いて、該酸化反応液からＤＨＰＯを分離した残部の液、
あるいは残部の液からＭＩＢＫの一部を蒸留などの操作
で留出して濃縮した液をあげることができる。As an example of the above-mentioned raw material liquid, diisopropylbenzene dihydroperoxide (hereinafter referred to as “D”) is obtained by subjecting 1,3-diisopropylbenzene to an oxidation reaction.
HPO ". ) Was obtained, and DHPO in the oxidation reaction solution was separated by MIBK extraction or the like.
In the step of obtaining resorcinol by subjecting to a decomposition reaction, the remaining liquid obtained by separating DHPO from the oxidation reaction liquid,
Alternatively, a liquid obtained by distilling a part of MIBK from the remaining liquid by an operation such as distillation and concentrating the same can be used.
【０００８】原料液中の各成分の濃度は、通常、ＣＨＰ
Ｏ１〜３０重量％、ＡＨＰＯ０．１〜６重量％及びＡＰ
ＣＡ０．０２〜６重量％である。[0008] The concentration of each component in the raw material liquid is usually CHP
O1 to 30% by weight, AHPO 0.1 to 6% by weight and AP
CA is 0.02 to 6% by weight.
【０００９】本発明の水素還元反応は、パラジウム濃度
が０．００１〜０．０５重量％であるパラジウム担持触
媒を充填した固定床反応器を用いて行われる。[0009] The hydrogen reduction reaction of the present invention is carried out using a fixed bed reactor packed with a palladium-supported catalyst having a palladium concentration of 0.001 to 0.05% by weight.
【００１０】本発明において用いられるパラジウム担持
触媒のパラジウム濃度は特に重要であり、その濃度は
０．００１〜０．０５重量％、好ましくは０．００１〜
０．０２重量％である。パラジウム濃度が低過ぎると還
元反応の速度は遅く、一方パラジウム濃度が高過ぎると
好ましくない副反応が発生し、それに伴って生じる不純
物が目的物であるＤＫＡ中に混入し、十分に高い純度の
ＤＫＡを得ることができない。すなわち、パラジウム濃
度が高過ぎる場合、原料液中の不純物であるＡＨＰＯ及
びＡＰＣＡが水素還元されて３−（１−ヒドロキシ−１
−エチル）−（２−ヒドロキシ−２−プロピル）−ベン
ゼン（以下、「ＥＰＤＩＯＬ」と記すことがある。）と
なり、該ＥＰＤＩＯＬは目的物であるＤＫＡとの分離が
困難であり、よって製品ＤＫＡの純度を低下させる結果
となる。The palladium concentration of the palladium-supported catalyst used in the present invention is particularly important, and the concentration is 0.001 to 0.05% by weight, preferably 0.001 to 0.05% by weight.
0.02% by weight. If the palladium concentration is too low, the rate of the reduction reaction is low. On the other hand, if the palladium concentration is too high, an undesired side reaction occurs. Can not get. That is, when the palladium concentration is too high, AHPO and APCA, which are impurities in the raw material liquid, are hydrogen reduced to give 3- (1-hydroxy-1).
-Ethyl)-(2-hydroxy-2-propyl) -benzene (hereinafter sometimes referred to as “EPDIOL”), which is difficult to separate from DKA, which is the target substance. This results in reduced purity.
【００１１】パラジウム担持触媒の担体としては、活性
炭、アルミナ、ケイソウ土、シリカ、シリカ−アルミナ
などを例示することができる。Examples of the carrier of the palladium-supported catalyst include activated carbon, alumina, diatomaceous earth, silica, and silica-alumina.
【００１２】水素還元反応は、パラジウム担持触媒を充
填した固定床反応器に原料液を通過させることにより行
われる。反応温度は１０〜１２０℃が好ましい。反応温
度が低過ぎると反応速度が遅く、かつ生成したＤＫＡの
溶媒ＭＩＢＫへの溶解度が低下し、多量のＭＩＢＫを必
要とし、不都合である。一方、反応温度が高過ぎるとヒ
ドロペルオキシド類の分解反応及び溶媒であるＭＩＢＫ
の水素添加反応が発生することがある。反応圧力は通常
０〜５０ｋｇ／ｃｍ2 Ｇである。原料液の供給速度は、
充填した触媒に対する液基準空塔速度（ＬＨＳＶ）で通
常０．１〜２０ｈｒ-1である。水素の供給量は、原料液
中の全ヒドロペルオキシド基に対する化学両論量の１〜
１０倍が一般である。[0012] The hydrogen reduction reaction is carried out by passing the raw material liquid through a fixed bed reactor filled with a palladium-supported catalyst. The reaction temperature is preferably from 10 to 120C. If the reaction temperature is too low, the reaction rate is low, and the solubility of the produced DKA in the solvent MIBK is reduced, requiring a large amount of MIBK, which is disadvantageous. On the other hand, if the reaction temperature is too high, the decomposition reaction of hydroperoxides and the solvent MIBK
Hydrogenation reaction may occur. The reaction pressure is usually 0 to 50 kg / cm 2 G. The feed rate of the raw material liquid is
The liquid-based superficial velocity (LHSV) for the charged catalyst is usually 0.1 to 20 hr -1 . The supply amount of hydrogen is 1 to 1 of the stoichiometric amount based on all hydroperoxide groups in the raw material liquid.
Ten times is common.
【００１３】水素還元反応によって得られた反応液は、
晶析操作に付すことにより高純度の１，３−ジ−（２−
ヒドロキシ−２−プロピル）−ベンゼンを得ることがで
きる。具体的には、該反応液から蒸留によりＭＩＢＫの
一部を留去させることにより２０重量％程度のＤＫＡの
ＭＩＢＫ溶液とし、該溶液を８０℃程度から３０℃程度
に徐冷することにより高純度のＤＫＡの結晶を析出させ
る方法をあげることができる。The reaction solution obtained by the hydrogen reduction reaction is
By subjecting to crystallization operation, high-purity 1,3-di- (2-
(Hydroxy-2-propyl) -benzene can be obtained. Specifically, MIBK solution of about 20% by weight of DKA is obtained by distilling a part of MIBK from the reaction solution by distillation, and the solution is gradually cooled from about 80 ° C. to about 30 ° C. to obtain high purity. The method of precipitating the crystal of DKA of this can be mentioned.
【００１４】[0014]
【実施例】次に、本発明を実施例によって説明する。Next, the present invention will be described by way of examples.
【００１５】実施例１ パラジウム担持触媒（パラジウム濃度０．０１重量％、
アルミナ担体）１２０ｍｌを固定床反応器（内径１９ｍ
ｍφ×長さ６００ｍｍのＳＵＳ製円筒型反応管）に充填
し、ＣＨＰＯ３．９重量％、ＡＨＰＯ０．５重量％及び
ＡＰＣＡ０．１重量％を含有するＭＩＢＫ溶液を原料液
として、水素還元反応を行った。電気炉により反応温度
（触媒層温度）を８０℃に維持し、反応圧力は５ｋｇ／
ｃｍ2Ｇとした。また、原料液の供給速度は７８５ｇ／
ｈｒ（ＬＨＳＶ＝８．０ｈｒ-1）とし、水素の供給量は
１５３Ｎｃｃ（原料液中の全ヒドロペルオキシド基に対
する化学両論量の２倍）とした。その結果、水素還元後
の反応液の組成は、ＤＫＡ４．２重量％、ＡＰＣＡ０．
５重量％及びＥＰＤＩＯＬ０．００９重量％であった。
次に該反応液を晶析操作に付し、純度９９．２重量％の
ＤＫＡを得た。なお、該ＤＫＡ中のＥＰＤＩＯＬ濃度は
０．１重量％以下であった。Example 1 A palladium-supported catalyst (palladium concentration 0.01% by weight,
120 ml of alumina carrier) is fixed bed reactor (19 m inside diameter)
mφ × 600 mm long SUS cylindrical reaction tube), and a hydrogen reduction reaction was carried out using a MIBK solution containing 3.9% by weight of CHPO, 0.5% by weight of AHPO and 0.1% by weight of APCA as a raw material liquid. . The reaction temperature (catalyst layer temperature) was maintained at 80 ° C. by an electric furnace, and the reaction pressure was 5 kg /
cm 2 G. The supply rate of the raw material liquid was 785 g /
hr (LHSV = 8.0 hr -1 ), and the supply amount of hydrogen was 153 Ncc (twice the stoichiometric amount to all hydroperoxide groups in the raw material liquid). As a result, the composition of the reaction solution after hydrogen reduction was 4.2% by weight of DKA and 0.2% of APCA.
5% by weight and 0.009% by weight of EPDIOL.
Next, the reaction solution was subjected to a crystallization operation to obtain DKA having a purity of 99.2% by weight. The EPDIOL concentration in the DKA was 0.1% by weight or less.
【００１６】比較例１ パラジウム担持触媒として、パラジウム濃度０．５重量
％のものを用いたこと以外、実施例１と同様に行った。
その結果、水素還元後の反応液の組成は、ＤＫＡ４．２
重量％、ＡＰＣＡ０．１５重量％及びＥＰＤＩＯＬ０．
４９重量％であった。また、該反応液を晶析操作に付し
て得たＤＫＡの純度は９４．４重量％であり、該ＤＫＡ
中には３．７重量％のＥＰＤＩＯＬが含有されていた。Comparative Example 1 The procedure of Example 1 was repeated except that a palladium-supported catalyst having a palladium concentration of 0.5% by weight was used.
As a result, the composition of the reaction solution after hydrogen reduction was DKA 4.2.
Wt%, APCA 0.15 wt% and EPDIOL 0.
It was 49% by weight. The purity of DKA obtained by subjecting the reaction solution to crystallization was 94.4% by weight.
It contained 3.7% by weight of EPDIOL.
【００１７】[0017]
【発明の効果】以上説明したとおり、本発明により、不
純物としての３−アセチルキュメンヒドロペルオキシド
及び３−アセチル−（２−ヒドロキシ−２−プロピル）
−ベンゼンを含有する３−（２−ヒドロキシ−２−プロ
ピル）−キュメンヒドロペルオキシドのメチルイソブチ
ルケトン溶液である原料液を水素還元に付すことにより
１，３−ジ−（２−ヒドロキシ−２−プロピル）−ベン
ゼンのメチルイソブチルケトン溶液を得る１，３−ジ−
（２−ヒドロキシ−２−プロピル）−ベンゼンの製造方
法であって、高純度の１，３−ジ−（２−ヒドロキシ−
２−プロピル）−ベンゼンを得ることができる１，３−
ジ−（２−ヒドロキシ−２−プロピル）−ベンゼンの製
造方法を提供することができた。As described above, according to the present invention, 3-acetylcumene hydroperoxide and 3-acetyl- (2-hydroxy-2-propyl) are used as impurities.
A raw material solution which is a solution of 3- (2-hydroxy-2-propyl) -cumene hydroperoxide containing benzene in methyl isobutyl ketone is subjected to hydrogen reduction to give 1,3-di- (2-hydroxy-2-propyl). 1,3-Di- to obtain a solution of benzene in methyl isobutyl ketone
A process for producing (2-hydroxy-2-propyl) -benzene, comprising: 1,3-di- (2-hydroxy-
1,3- from which 2-propyl) -benzene can be obtained
A method for producing di- (2-hydroxy-2-propyl) -benzene could be provided.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 ＦＩ // Ｃ０７Ｂ 61/00 ３００ Ｃ０７Ｂ 61/00 ３００ (56)参考文献 特開 昭61−130249（ＪＰ，Ａ) 特開 昭61−85340（ＪＰ，Ａ) 特開 昭59−110639（ＪＰ，Ａ) 特開 昭55−167238（ＪＰ，Ａ) 特開 昭59−16843（ＪＰ，Ａ) (58)調査した分野(Int.Cl.6，ＤＢ名) C07C 29/132 B01J 23/44 C07C 33/26 C07B 61/00 300 ────────────────────────────────────────────────── ─── Continued on the front page (51) Int.Cl. 6 Identification symbol FI // C07B 61/00 300 C07B 61/00 300 (56) References JP-A-61-130249 (JP, A) JP-A-61 -85340 (JP, A) JP-A-59-110639 (JP, A) JP-A-55-167238 (JP, A) JP-A-59-16843 (JP, A) (58) Fields investigated (Int. . 6, DB name) C07C 29/132 B01J 23/44 C07C 33/26 C07B 61/00 300
Claims (3)
ドロペルオキシド及び３−アセチル−（２−ヒドロキシ
−２−プロピル）−ベンゼンを含有する３−（２−ヒド
ロキシ−２−プロピル）−キュメンヒドロペルオキシド
のメチルイソブチルケトン溶液である原料液を水素還元
に付すことにより１，３−ジ−（２−ヒドロキシ−２−
プロピル）−ベンゼンのメチルイソブチルケトン溶液を
得る１，３−ジ−（２−ヒドロキシ−２−プロピル）−
ベンゼンの製造方法であって、パラジウム濃度が０．０
０１〜０．０５重量％であるパラジウム担持触媒を充填
した固定床反応器を用いて該水素還元を行う１，３−ジ
−（２−ヒドロキシ−２−プロピル）−ベンゼンの製造
方法。1. The methyl of 3- (2-hydroxy-2-propyl) -cumene hydroperoxide containing 3-acetylcumene hydroperoxide and 3-acetyl- (2-hydroxy-2-propyl) -benzene as impurities By subjecting a raw material solution, which is an isobutyl ketone solution, to hydrogen reduction, 1,3-di- (2-hydroxy-2-
1,3-di- (2-hydroxy-2-propyl)-to obtain a solution of propyl) -benzene in methyl isobutyl ketone
A method for producing benzene, wherein the palladium concentration is 0.0
A method for producing 1,3-di- (2-hydroxy-2-propyl) -benzene, wherein the hydrogen reduction is performed using a fixed-bed reactor filled with a palladium-supported catalyst in an amount of from 0.01 to 0.05% by weight.
プロピル）−キュメンヒドロペルオキシドの濃度が１〜
３０重量％であり、３−アセチルキュメンヒドロペルオ
キシドの濃度が０．１〜６重量％であり、かつ３−アセ
チル−（２−ヒドロキシ−２−プロピル）−ベンゼンの
濃度が０．０２〜６重量％である請求項１記載の製造方
法。2. 3- (2-hydroxy-2-) in a raw material liquid.
Propyl) -cumene hydroperoxide at a concentration of 1 to
30% by weight, the concentration of 3-acetylcumene hydroperoxide is 0.1 to 6% by weight, and the concentration of 3-acetyl- (2-hydroxy-2-propyl) -benzene is 0.02 to 6% by weight. %.
ロキシ−２−プロピル）−ベンゼンのメチルイソブチル
ケトン溶液を晶析操作に付すことにより高純度の１，３
−ジ−（２−ヒドロキシ−２−プロピル）−ベンゼンを
得る１，３−ジ−（２−ヒドロキシ−２−プロピル）−
ベンゼンの製造方法。3. A highly pure 1,3 compound obtained by subjecting a solution of 1,3-di- (2-hydroxy-2-propyl) -benzene according to claim 1 to methyl isobutyl ketone for crystallization.
1,3-Di- (2-hydroxy-2-propyl)-to obtain di- (2-hydroxy-2-propyl) -benzene
Method for producing benzene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7121304A JP2970470B2 (en) | 1995-05-19 | 1995-05-19 | Method for producing 1,3-di- (2-hydroxy-2-propyl) -benzene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7121304A JP2970470B2 (en) | 1995-05-19 | 1995-05-19 | Method for producing 1,3-di- (2-hydroxy-2-propyl) -benzene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH08310982A JPH08310982A (en) | 1996-11-26 |
| JP2970470B2 true JP2970470B2 (en) | 1999-11-02 |
Family
ID=14807945
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7121304A Expired - Fee Related JP2970470B2 (en) | 1995-05-19 | 1995-05-19 | Method for producing 1,3-di- (2-hydroxy-2-propyl) -benzene |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2970470B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113880687A (en) * | 2020-07-03 | 2022-01-04 | 中国石油化工股份有限公司 | Method for synthesizing di- (2-hydroxy-2-propyl) benzene |
-
1995
- 1995-05-19 JP JP7121304A patent/JP2970470B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH08310982A (en) | 1996-11-26 |
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