JPH0448917A - Recovery of hydrogen chloride from exhaust gas from bisphenol compound preparing process - Google Patents
Recovery of hydrogen chloride from exhaust gas from bisphenol compound preparing processInfo
- Publication number
- JPH0448917A JPH0448917A JP2158764A JP15876490A JPH0448917A JP H0448917 A JPH0448917 A JP H0448917A JP 2158764 A JP2158764 A JP 2158764A JP 15876490 A JP15876490 A JP 15876490A JP H0448917 A JPH0448917 A JP H0448917A
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen chloride
- gas
- exhaust gas
- reaction
- reactor
- 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 229910000041 hydrogen chloride Inorganic materials 0.000 title claims abstract description 48
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 title claims abstract description 48
- 239000007789 gas Substances 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 title claims abstract description 16
- 229930185605 Bisphenol Natural products 0.000 title claims description 5
- -1 bisphenol compound Chemical class 0.000 title claims description 3
- 238000011084 recovery Methods 0.000 title abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 20
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- 239000002912 waste gas Substances 0.000 claims description 15
- 238000010521 absorption reaction Methods 0.000 claims description 6
- 150000001728 carbonyl compounds Chemical class 0.000 claims description 5
- 238000007033 dehydrochlorination reaction Methods 0.000 claims description 5
- 150000002989 phenols Chemical class 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract description 20
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 5
- 239000007795 chemical reaction product Substances 0.000 abstract description 3
- 230000002378 acidificating effect Effects 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004065 wastewater treatment Methods 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、塩化水素を触媒としてフェノール類及びカル
ボニル化合物からビスフェノール化合物を製造する際に
反応装置より排出される廃ガス中の塩化水素の回収方法
に関する。Detailed Description of the Invention [Industrial Application Field] The present invention is directed to the recovery of hydrogen chloride from waste gas discharged from a reaction device when producing bisphenol compounds from phenols and carbonyl compounds using hydrogen chloride as a catalyst. Regarding the method.
より詳細には、反応装置からの廃ガスを、反応生成物を
脱塩酸塔で処理して留出する未凝縮ガスとともに塩化水
素吸収塔で吸収させて回収する方法に関する。More specifically, the present invention relates to a method of recovering waste gas from a reaction device by absorbing it in a hydrogen chloride absorption tower together with uncondensed gas distilled from a reaction product treated with a dehydrochlorination tower.
ビスフェノール化合物の工業的な製造においては、フェ
ノール類とカルボニル化合物とを塩化水素を触媒として
反応させる場合、反応の速度１反応収率から反応機内の
気相部には塩化水素ガスを飽和させておくのか好ましい
。In the industrial production of bisphenol compounds, when phenols and carbonyl compounds are reacted using hydrogen chloride as a catalyst, the gas phase in the reactor should be saturated with hydrogen chloride gas based on the reaction rate 1 reaction yield. Or preferable.
そのため、塩化水素ガスを絶えず反応系に流入させる必
要かあり、一方、不活性ガスの滞留を防止するために反
応系の気相部は排気しなければならないので、塩化水素
の一部は反応廃ガスとして排出されていた。Therefore, it is necessary to constantly flow hydrogen chloride gas into the reaction system, and on the other hand, the gas phase of the reaction system must be exhausted to prevent the accumulation of inert gas, so some of the hydrogen chloride is disposed of as reaction waste. It was emitted as a gas.
従来、反応廃ガスは排ガス洗浄塔を通して含有されてい
る塩化水素を水酸化ナトリウム水溶液に吸収させていた
。しかしなから、反応機よりでる排ガスの量は反応機が
バッチ反応であるため流量がバラツキ、中和操作か困難
である。また、この処理で中和されたとしても、反応廃
ガス中の塩化水素ガスは全て廃棄されるため、損失とな
る塩化水素ガス量は増加する。Conventionally, the reaction waste gas was passed through an exhaust gas scrubbing tower, and the hydrogen chloride contained therein was absorbed into an aqueous sodium hydroxide solution. However, since the reactor is a batch reaction, the amount of exhaust gas coming out of the reactor varies, making it difficult to neutralize it. Further, even if the reaction waste gas is neutralized by this process, all the hydrogen chloride gas in the reaction waste gas is discarded, so the amount of hydrogen chloride gas lost increases.
本発明の課題は、上記の問題点を解決すべくなされたも
のであり、フェノール類とカルボニル化合物とを塩化水
素を触媒として反応させて製造するに際し、反応装置よ
り排出される廃ガスに含有されている塩化水素を有効に
回収する方法を提供することにある。An object of the present invention was to solve the above-mentioned problems, and it is to solve the problem that when phenols and carbonyl compounds are produced by reacting them with hydrogen chloride as a catalyst, the waste gas contained in the waste gas discharged from the reaction equipment. The object of the present invention is to provide a method for effectively recovering hydrogen chloride.
本発明者らは、上記課題を達成するため鋭意検討し遂に
本発明に到った。The present inventors conducted extensive studies to achieve the above-mentioned problems and finally arrived at the present invention.
即ち本発明は、
塩化水素を触媒としてフェノール類及びカルボニル化合
物からビスフェノール化合物を製造するに際し、反応装
置より排出されるガスを反応生成物を脱塩酸基で処理し
て留出するガスとともに塩化水素吸収塔で処理して、反
応装置から排出される廃ガスに含まれる塩化水素を塩化
水素回収工程内に回収する方法である。That is, the present invention, when producing bisphenol compounds from phenols and carbonyl compounds using hydrogen chloride as a catalyst, absorbs hydrogen chloride together with the gas discharged from the reaction device by treating the reaction product with a dehydrochlorination group. In this method, hydrogen chloride contained in the waste gas discharged from the reactor is recovered in the hydrogen chloride recovery process.
以下、図面により本発明の方法の一態様を説明する。Hereinafter, one embodiment of the method of the present invention will be explained with reference to the drawings.
第１図は、本発明の方法によりフェノール及びアセトン
から、塩化水素を触媒としてビスフェノールＡを製造す
るに際し、反応装置より排出される廃ガスを、生成物を
脱塩酸基で処理して留出するガスとともに塩化水素吸収
塔で処理して塩化水素を塩化水素回収工程に回収する方
法の一態様を示す工程系統図である。Figure 1 shows that when bisphenol A is produced from phenol and acetone using hydrogen chloride as a catalyst by the method of the present invention, the waste gas discharged from the reaction device is distilled by treating the product with a dehydrochloric acid group. FIG. 2 is a process flow diagram showing an embodiment of a method for treating hydrogen chloride together with gas in a hydrogen chloride absorption tower and recovering hydrogen chloride in a hydrogen chloride recovery step.
フェノール１、アセトン２及び触媒の塩化水素３を反応
器４に装入しビスフェノールＡの合成を行なう。反応液
５はリボイラー６のついた脱塩酸基７にフィードされ、
塩化水素、塩酸、未反応アセトンおよび未反応フェノー
ルの一部を減圧下に留出させて凝縮器８へ送る。この未
凝縮成分の留出ガス９と反応器４より排出される廃ガス
１０の流通ラインを合流させて、塩化水素ガスを以降の
塩化水素回収系で回収する。1 phenol, 2 acetone, and 3 hydrogen chloride catalysts are charged into a reactor 4, and bisphenol A is synthesized. The reaction solution 5 is fed to a dehydrochlorination group 7 equipped with a reboiler 6,
Hydrogen chloride, hydrochloric acid, unreacted acetone, and a portion of unreacted phenol are distilled off under reduced pressure and sent to condenser 8. This distillate gas 9 of uncondensed components and the flow line of the waste gas 10 discharged from the reactor 4 are merged, and hydrogen chloride gas is recovered in the subsequent hydrogen chloride recovery system.
本発明の方法により、ビスフェノール製造プロセスの反
応工程に装入される塩化水素ガスは殆ど全て、塩化水素
回収工程の中に回収され、使用する塩化水素の損失を低
減させることができる。また、反応座ガスを直接廃棄し
ないので排水の問題も極めて少なくなった。According to the method of the present invention, almost all of the hydrogen chloride gas charged into the reaction step of the bisphenol production process is recovered in the hydrogen chloride recovery step, thereby reducing the loss of hydrogen chloride used. Furthermore, since the reaction gas is not directly disposed of, problems with drainage have been greatly reduced.
以下、実施例により本発明を説明する。 The present invention will be explained below with reference to Examples.
実施例−１
第１図に於てビスフェノールへの製造設備の反応器４よ
り排出される廃ガス１０の流量は１８．１ｋｇ／Ｈであ
り、その成分流量は次の様であった。Example 1 In FIG. 1, the flow rate of the waste gas 10 discharged from the reactor 4 of the bisphenol production facility was 18.1 kg/H, and the component flow rates were as follows.
塩化水素 １６．５贈７／Ｈ
フェノール ０．２ｋｇ／’Ｈ
アセトン １．１ｋｇ／）ｌ
水 ０．２ｋｇ ／ Ｈ非凝縮性ガス
０．１ｋｇ／Ｈ
（計） １８．１ｋｇ／Ｈ
この廃ガスを、脱塩酸基７の凝縮器８からの未凝縮ガス
９
塩化水素 ７６、４ｋｇ／Ｈ
フェノール ７．１ｋｇ／Ｈ
水 １３．７ｋｇ／Ｈ
非凝縮性ガス ０．Ｉｋｇ／Ｈ
（計） ９８．０ｋｇ ／ Ｈ
と合体させて次の組成のガス１３を得た。Hydrogen chloride 16.5kg/H Phenol 0.2kg/'H Acetone 1.1kg/)l Water 0.2kg/H Non-condensable gas 0.1kg/H (Total) 18.1kg/H This waste gas , uncondensed gas 9 from condenser 8 of dehydrochlorination group 7 Hydrogen chloride 76.4 kg/H Phenol 7.1 kg/H Water 13.7 kg/H Non-condensable gas 0. Ikg/H (total) 98.0kg/H was combined to obtain gas 13 having the following composition.
塩化水素 ９２．６７ ｋｇ／Ｈ
フェノール ７．２３ｋｇｚ４１
アセトン Ｌ７８ｋｇ／Ｈ
水 １４．６９ ｋｇ／Ｈ非凝縮性ガス
１．７１ ｋｇ／Ｈ
（計） ！１８．０８ ｋｇ／Ｈ
このガスを凝縮器ＩＩを吸収塔１２に装入した。Hydrogen chloride 92.67 kg/H Phenol 7.23 kgz41 Acetone L78 kg/H Water 14.69 kg/H Non-condensable gas 1.71 kg/H (total)! 18.08 kg/H This gas was charged into the absorption tower 12 through the condenser II.
吸収塔１２からの留出ガス１３の組成は下記の通りであ
る。The composition of the distillate gas 13 from the absorption tower 12 is as follows.
塩化水素 ０．２ｋｇ ／ ｔｌ
フェノール ０．０ｋｇ／Ｈ
アセトン ０．Ｉｋｇ／Ｈ
水 ８．Ｏｋｇ／Ｈ
（計） ８．３ｋｇ／Ｈ
従来ロスしていた塩化水素の９９．７％が回収されアセ
トン ０．７ｋｇ／）Ｉ
たことになる。Hydrogen chloride 0.2kg/tl Phenol 0.0kg/H Acetone 0. Ikg/H water 8. Okg/H (total) 8.3kg/H This means that 99.7% of the hydrogen chloride that was lost in the past has been recovered and acetone 0.7kg/)I.
またこれに伴い、従来排水処理を要していた塩化水素針
１６．５ｋｇ／ｌ（、フェノール０．２ ｋｇ／Ｈ、ア
セトン１．Ｉｋｇ／Ｈが排水処理を要さなくなり、その
費用が節減された。In addition, as a result, hydrogen chloride needles (16.5 kg/l, phenol 0.2 kg/h, acetone 1.1 kg/h), which conventionally required wastewater treatment, no longer require wastewater treatment, reducing costs. Ta.
本発明は、上記した構成をとるので、ビスフェノール化
合物を製造するに際し、従来廃棄されていた廃ガスから
塩化水素を回収可能とし、強酸性の排水の処理費用を節
減できる。Since the present invention has the above-described configuration, when producing a bisphenol compound, it is possible to recover hydrogen chloride from waste gas that was conventionally disposed of, and the cost for treating strongly acidic wastewater can be reduced.
第１図は、本発明に係る塩酸回収方法の一例を示す工程
系統図である。
４・・・−・−・−−−一・・−一一−−−−ビスフェ
ノールＡ反応器７−・・・−・−・・・−−−−−一・
−説塩酸塔１２−−−−・−・・−−・−吠収塔
特許出願人 （３１２） 三井東圧化学株式会社代理
人（７５２４’）最上正太部FIG. 1 is a process flow chart showing an example of the hydrochloric acid recovery method according to the present invention. 4・・・−・−−−1・・−11−−−Bisphenol A reactor 7−・・・・−・−・−−−−−1・
- Theory Hydrochloric Acid Tower 12 -----・-・・--・- Patent Applicant for Hosei Tower (312) Agent for Mitsui Toatsu Chemical Co., Ltd. (7524') Shotabe Mogami
Claims (1)
化合物からビスフェノール化合物を製造するに際し、反
応装置からの廃ガスを、反応生成物を脱塩酸塔で処理し
て留出する未凝縮ガスとともに塩化水素吸収塔で吸収さ
せることを特徴とするビスフェノール化合物製造廃ガス
から塩化水素の回収方法1) When producing bisphenol compounds from phenols and carbonyl compounds using hydrogen chloride as a catalyst, the waste gas from the reaction device is processed in a dehydrochlorination tower and the uncondensed gas distilled out together with a hydrogen chloride absorption tower. A method for recovering hydrogen chloride from bisphenol compound production waste gas, characterized by absorption with
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2158764A JP2939306B2 (en) | 1990-06-19 | 1990-06-19 | Method for recovering hydrogen chloride from waste gas from bisphenol compound production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2158764A JP2939306B2 (en) | 1990-06-19 | 1990-06-19 | Method for recovering hydrogen chloride from waste gas from bisphenol compound production |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0448917A true JPH0448917A (en) | 1992-02-18 |
| JP2939306B2 JP2939306B2 (en) | 1999-08-25 |
Family
ID=15678830
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2158764A Expired - Fee Related JP2939306B2 (en) | 1990-06-19 | 1990-06-19 | Method for recovering hydrogen chloride from waste gas from bisphenol compound production |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2939306B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111606305A (en) * | 2020-06-17 | 2020-09-01 | 山东默锐科技有限公司 | Refining method of byproduct hydrochloric acid in industrial organic synthesis |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100584766C (en) * | 2008-05-20 | 2010-01-27 | 吴春森 | Full- desorption system for hydrochloride |
-
1990
- 1990-06-19 JP JP2158764A patent/JP2939306B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111606305A (en) * | 2020-06-17 | 2020-09-01 | 山东默锐科技有限公司 | Refining method of byproduct hydrochloric acid in industrial organic synthesis |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2939306B2 (en) | 1999-08-25 |
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