JPS63305116A - Reuse of concentrated solution formed in phenolic resin production - Google Patents
Reuse of concentrated solution formed in phenolic resin productionInfo
- Publication number
- JPS63305116A JPS63305116A JP14195587A JP14195587A JPS63305116A JP S63305116 A JPS63305116 A JP S63305116A JP 14195587 A JP14195587 A JP 14195587A JP 14195587 A JP14195587 A JP 14195587A JP S63305116 A JPS63305116 A JP S63305116A
- Authority
- JP
- Japan
- Prior art keywords
- phenol
- phenolic resin
- temperature side
- concentrated solution
- concentrated liquid
- 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.)
- Pending
Links
- 239000005011 phenolic resin Substances 0.000 title claims abstract description 20
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 15
- 229920001568 phenolic resin Polymers 0.000 title claims abstract description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 48
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 27
- 238000000034 method Methods 0.000 claims abstract description 17
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 239000002244 precipitate Substances 0.000 claims abstract description 4
- 239000007788 liquid Substances 0.000 claims description 41
- 239000012141 concentrate Substances 0.000 claims description 6
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract description 3
- 239000002699 waste material Substances 0.000 description 13
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- 229920003986 novolac Polymers 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920003987 resole Polymers 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003651 drinking water Substances 0.000 description 2
- 235000020188 drinking water Nutrition 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 241000251468 Actinopterygii Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 235000014102 seafood Nutrition 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Landscapes
- Phenolic Resins Or Amino Resins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野コ
本発明はフェノール樹脂製造工程において排出される濃
縮液の処理方法に関するもので、さらに詳しくはフェノ
ール樹脂濃縮液を温度に応じて分離回収し、一方をホル
ムアルデヒド源として、他方をフェノール源として再利
用する方法に関するものである。[Detailed Description of the Invention] [Industrial Field of Application] The present invention relates to a method for treating a concentrated liquid discharged in a phenolic resin manufacturing process. This relates to a method of reusing one as a formaldehyde source and the other as a phenol source.
［従来の技術］
フェノール樹脂製造工場に於て排出される廃液には廃液
中にフェノール類及びホルムアルデヒドが含まれている
が、この廃液中にはフェノール約１〜８．０重量％含ま
れており、この廃液をそのまま河川に放流するとフェノ
ールの有毒作用によって飲料水はもとより魚介類に悪影
響をあたえ、社会的にも大きな問題となりていた。その
ため国の公害防止条例の示す規制基準数値は飲料水基準
０．００５ｐｐｍ、水産用水規準０．０１ｐｐｍと定め
られている。そのためにフェノール樹脂製造時の廃液中
のフェノールを除去する必要がある。[Prior Art] The waste liquid discharged from a phenolic resin manufacturing factory contains phenols and formaldehyde, and this waste liquid contains about 1 to 8.0% by weight of phenol. If this waste liquid was directly discharged into rivers, the toxic effects of phenol would have a negative impact not only on drinking water but also on seafood, posing a major social problem. Therefore, the regulatory standard values set forth in the national pollution control ordinance are set at 0.005 ppm for drinking water and 0.01 ppm for fish water. Therefore, it is necessary to remove phenol from the waste liquid during the production of phenolic resin.
従来フェノール樹脂濃縮液の処理方法としては、例えば
特公昭４７−４１７５５号公報においてフェノール樹脂
廃液またはフェノール廃液を高温高圧処理することによ
って廃液中のフェノール類を樹脂化させたのち、この生
成した樹脂を分離することにより脱フエノール処理を行
なう方法が示されている。また特開昭５８−１０４６８
８号公報においてフェノール樹脂廃液をアルカリ性に調
整し、これにバラホルムアルデヒドを添加してフェノー
ルと反応させ、レゾールタイプの樹脂として回収、再利
用する方法が示されている。Conventional methods for treating phenolic resin concentrate include, for example, Japanese Patent Publication No. 47-41755, in which phenol resin waste liquid or phenol waste liquid is treated at high temperature and high pressure to convert phenols in the waste liquid into resin, and then the resulting resin is converted into resin. A method of dephenolization by separation is shown. Also, JP-A-58-10468
No. 8 discloses a method in which a phenol resin waste liquid is adjusted to be alkaline, paraformaldehyde is added thereto to react with phenol, and the resulting liquid is recovered and reused as a resol type resin.
［発明が解決しようとする問題点コ
しかし、上記の前者方法においては廃液中のフェノール
の含有率は大幅に減少させることができるが、高温高圧
にするためのエネルギーが必要なこと、樹脂化され生成
した樹脂は利用し難いという問題点がある。また後者の
方法においては、レゾールタイプ樹脂を再利用されると
いう利点については改善されているが、廃液中のフェノ
ール濃度が薄くレゾール化の反応効率が小さく、また再
利用する樹脂がレゾールタイプに限定され利用範囲がせ
まいという問題点がある。[Problems to be solved by the invention] However, although the former method described above can significantly reduce the content of phenol in the waste liquid, it requires energy to raise the temperature and pressure, and it is difficult to convert it into a resin. There is a problem in that the resin produced is difficult to use. In addition, in the latter method, the advantage of reusing resol type resin has been improved, but the phenol concentration in the waste liquid is low and the reaction efficiency of resol formation is low, and the resin to be reused is limited to resol type. However, there is a problem that the scope of use is narrow.
本発明の目的は、複雑な行程を設けることなく、容易に
フェノール濃縮液を再利用できる方法を提供するもので
ある。An object of the present invention is to provide a method that allows phenol concentrate to be easily reused without requiring complicated steps.
［問題点を解決するための手段］
本発明はフェノール樹脂製造における濃縮工程において
反応缶内温度と濃縮液の成分について研究した結果、比
較的低温側ではホルムアルデヒド成分が多く、高温側で
はフェノールおよびフェノール・ホルムアルデヒドとの
初期縮合物であるオリゴマーが多いということを知見し
本発明を完成させるに至った。すなわち、本発明はフェ
ノール樹脂製造工程中生成する濃縮液を回収し再利用す
る方法において、反応缶内温度が低温側の濃縮液と、高
温側の濃縮液とを分離回収し、低温側の濃縮液は冷却さ
れ、分離沈殿した沈殿物をホルムアルデヒド源として再
利用し、高温側の濃縮液はフェノール源として再利用す
ることを特徴とするフェノール樹脂製造濃縮液の再利用
方法である。[Means for Solving the Problems] The present invention has been made based on research on the temperature inside the reactor and the components of the concentrated liquid in the concentration process in the production of phenolic resin.The results show that formaldehyde components are large at relatively low temperatures, and phenol and phenol are concentrated at relatively low temperatures.・We found that there are many oligomers that are initial condensation products with formaldehyde and completed the present invention. That is, the present invention is a method for recovering and reusing the concentrated liquid produced during the phenol resin manufacturing process, in which the concentrated liquid with the temperature inside the reaction vessel is separated from the concentrated liquid on the low side and the concentrated liquid on the high temperature side, and the concentrated liquid on the low temperature side is recovered. This is a method for reusing a phenolic resin production concentrate, characterized in that the liquid is cooled, the separated and precipitated precipitate is reused as a formaldehyde source, and the concentrated liquid on the high temperature side is reused as a phenol source.
次に、本発明のフェノール樹脂製造濃縮液の再利用方法
について図面に基づいて説明する。Next, a method for reusing a phenolic resin production concentrate according to the present invention will be explained based on the drawings.
フェノール樹脂反応缶１にフェノール、ホルマリンまた
はパラホルムアルデヒド等の主要材料と酸またはアルカ
リの触媒を配合し加熱反応させる。Main materials such as phenol, formalin, or paraformaldehyde and an acid or alkali catalyst are mixed into a phenol resin reactor 1 and reacted by heating.
所定時間縮合反応させた後、減圧濃縮を行う。反応缶１
の缶内温度が比較的低い温度、好ましくは減圧条件下の
水の沸点温度までの濃縮液はコンデンサー２と三方バル
ブ３を通ってタンク４に回収される。After carrying out the condensation reaction for a predetermined period of time, concentration under reduced pressure is performed. Reaction can 1
The concentrated liquid whose internal temperature is relatively low, preferably up to the boiling point of water under reduced pressure conditions, passes through the condenser 2 and the three-way valve 3 and is collected into the tank 4.
次に反応缶１の缶内温度が高温側、好ましくは減圧条件
下の水の沸点温度を超え、所定の減圧濃縮終了温度まで
の濃縮液はコンデンサー２と三方バルブ３を通ってタン
ク５に回収される。タンク４に回収された濃縮液は冷却
コイル付沈殿槽７に移送され、−１５〜−２０℃で２〜
３時間冷却されホルムアルデヒド分を沈殿させ、上澄液
は廃却し、下層沈殿物は保存タンク８に回収する。Next, the concentrated liquid whose internal temperature in the reaction vessel 1 exceeds the high temperature side, preferably the boiling point temperature of water under reduced pressure conditions, and reaches a predetermined reduced pressure concentration end temperature, passes through the condenser 2 and the three-way valve 3 and is collected into the tank 5. be done. The concentrated liquid collected in the tank 4 is transferred to the settling tank 7 with a cooling coil, and is heated at -15 to -20°C for 2 to 30 minutes.
It is cooled for 3 hours to precipitate formaldehyde, the supernatant liquid is discarded, and the lower layer precipitate is collected in the storage tank 8.
またタンク５に回収された濃縮液は、フェノールおよび
フェノールとホルムアルデヒドとの初期反応縮合物でオ
リゴマーと呼ばれるものが含まれていた。これを保温付
保存タンク６に移送し、回収した。The concentrated liquid collected in tank 5 also contained phenol and an initial reaction condensate of phenol and formaldehyde called oligomer. This was transferred to a storage tank 6 with heat insulation and recovered.
回収された保存タンク８のホルムアルデヒド源はフェノ
ール樹脂の製造時の材料として利用し、保温付保存タン
ク６のフェノールおよびオリゴマーはフェノール樹脂の
製造時の材料として、また軟化点調整剤、粘調材として
利用できる。The formaldehyde source in the recovered storage tank 8 is used as a material in the production of phenolic resin, and the phenol and oligomer in the heat-insulated storage tank 6 are used as a material in the production of phenolic resin, and as a softening point regulator and viscosity agent. Available.
［作用］
フェノール樹脂製造時における濃縮工程において、濃縮
工程の比較的低温側では、水およびホルムアルデヒド成
分を多く含み、その後の高温側では、フェノールおよび
フェノールとホルムアルデヒドの初期縮合物を多く含む
。このため濃縮液を低温側と高温側に分離して回収する
ことにより、濃縮液中のホルムアルデヒド成分とフェノ
ール類成分を効率よく再利用できる。[Function] In the concentration step during the production of phenol resin, the relatively low temperature side of the concentration step contains a large amount of water and formaldehyde components, and the subsequent high temperature side contains a large amount of phenol and an initial condensate of phenol and formaldehyde. Therefore, by separating the concentrated liquid into low-temperature and high-temperature sides and recovering the concentrated liquid, the formaldehyde component and phenol component in the concentrated liquid can be efficiently reused.
［実施例］ 以下本発明の実施例を示す。[Example] Examples of the present invention will be shown below.
実施例
フェノール６００ｋｇ、３７％ホルマリン４１０ｋｇを
反応缶に仕込み、次いで３５％塩酸１ｋｇを触媒として
還流させながら２時間線合反応を行う。Example: 600 kg of phenol and 410 kg of 37% formalin are charged into a reactor, and then a linear combination reaction is carried out for 2 hours while refluxing using 1 kg of 35% hydrochloric acid as a catalyst.
つぎに−６００ｍｍＨｇの減圧の下で濃縮し、缶内温度
が６０℃までは、タンク４に回収し、缶内温度が６０℃
をこえた時から１６０℃までをタンク５に回収した。タ
ンク４には５重量％のホルムアルデヒドを含む白濁液が
２５０ｋｇ得られ、さらにこの白濁液を冷却コイル付沈
殿槽７に穆送し、−１５〜−２０℃で冷却し下層沈殿を
保存タンク８に移し、１０ｋｇホルムアルデヒド分を得
た。タンク７には２０％のフェノールと６０％のオリゴ
マーを含む油状物が１５０ｋｇ得られた。この油状物は
保温付保存タンク６に穆送した。一方、１６０℃まで濃
縮されたノボラック樹脂は反応缶から排出され冷却固化
し、軟化点７０℃のノボラック樹脂が５８０Ｊ得られた
。Next, it is concentrated under reduced pressure of -600 mmHg, and until the temperature inside the can reaches 60℃, it is collected in tank 4, and the temperature inside the can is 60℃.
The temperature from the time the temperature exceeded 160°C to 160°C was collected in tank 5. 250 kg of a cloudy liquid containing 5% by weight of formaldehyde was obtained in tank 4, and this cloudy liquid was further sent to a precipitation tank 7 with a cooling coil, cooled at -15 to -20°C, and the lower layer sediment was transferred to a storage tank 8. 10 kg of formaldehyde was obtained. In tank 7, 150 kg of an oil containing 20% phenol and 60% oligomer was obtained. This oily substance was sent to a storage tank 6 with heat insulation. On the other hand, the novolac resin concentrated to 160°C was discharged from the reaction vessel and solidified by cooling, yielding 580 J of novolak resin with a softening point of 70°C.
く利用例１〉
次に保温付保存タンク６より油状物を６０ｋｇ、フェノ
ール５４０ｋｇ、３７％ホルマリンを３７０ｋｇ、ざら
に保存タンク８より白濁ケーク状物を１０ｋｇを反応缶
に仕込み３５％塩酸８００ｇを触媒として反応させ−５
５０ｍｍＨＨの減圧下で１６０℃まで減圧濃縮させた。Example of use 1> Next, 60 kg of oil from the thermal storage tank 6, 540 kg of phenol, 370 kg of 37% formalin, and 10 kg of a cloudy cake-like material from the coarse storage tank 8 were charged into a reaction vessel, and 800 g of 35% hydrochloric acid was added as a catalyst. React as -5
It was concentrated under reduced pressure of 50 mmHH to 160°C.
その際もタンク４．５に白濁液、油状物をそれぞれ回収
させ、１６０℃まで脱水させたところ融点７０℃のノボ
ラックレジンが得られた。At that time, a cloudy liquid and an oily substance were collected in tank 4.5, respectively, and dehydrated to 160°C to obtain a novolac resin with a melting point of 70°C.
く利用例２〉
保温付保存タンク６の油状物を実施例１でできたノボラ
ックレジンに５ｋｇ追加仕込み、軟化点調整剤として利
用し、軟化点６８℃のノボラックレジンが得られた。Utilization Example 2> 5 kg of the oil in the heat-insulated storage tank 6 was added to the novolac resin prepared in Example 1 and used as a softening point regulator to obtain a novolac resin with a softening point of 68°C.
［発明の効果］
本発明によるフェノール樹脂製造濃縮液の再利用方法に
よれば、反応缶内温度によりバルブを切換え低温側と高
温側とに濃縮液と分離し、回収することにより、簡単に
各成分を分離することができ、それぞれの成分を自由に
ホルムアルデヒド源として、またフェノール源として有
効かつ効率良く再利用でき省資源に大きく寄与する。さ
らに廃棄物も少なく廃液処理も簡単になり、また処理費
用も安く優れた濃縮液の再利用方法を提供できる。[Effects of the Invention] According to the method for reusing phenolic resin production concentrate according to the present invention, the valve is switched depending on the temperature inside the reactor to separate the concentrated liquid into a low temperature side and a high temperature side, and the concentrated liquid is recovered. The components can be separated and each component can be effectively and efficiently reused as a formaldehyde source or phenol source, greatly contributing to resource conservation. Furthermore, there is less waste, and waste liquid treatment is simplified, and an excellent method for reusing concentrated liquid can be provided at low treatment costs.
図はこの発明の一実施例による廃液再利用処理装置を示
す概略的工程図である。The figure is a schematic process diagram showing a waste liquid reuse treatment apparatus according to an embodiment of the present invention.
Claims (1)
用する方法において、反応缶内温度が低温側の濃縮液と
、高温側の濃縮液とを分離回収し、低温側の濃縮液は冷
却され分離沈殿した沈殿物をホルムアルデヒド源として
再利用し、高温側の濃縮液はフェノール源として再利用
することを特徴とするフェノール樹脂製造濃縮液の再利
用方法。In a method of collecting and reusing the concentrated liquid produced during the phenolic resin manufacturing process, the concentrated liquid with a low temperature inside the reaction vessel and the concentrated liquid with a high temperature side are separated and recovered, and the concentrated liquid on the low temperature side is cooled and separated. A method for reusing a phenolic resin production concentrate, characterized in that the precipitated precipitate is reused as a formaldehyde source, and the concentrated liquid on the high temperature side is reused as a phenol source.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14195587A JPS63305116A (en) | 1987-06-05 | 1987-06-05 | Reuse of concentrated solution formed in phenolic resin production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14195587A JPS63305116A (en) | 1987-06-05 | 1987-06-05 | Reuse of concentrated solution formed in phenolic resin production |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63305116A true JPS63305116A (en) | 1988-12-13 |
Family
ID=15304015
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14195587A Pending JPS63305116A (en) | 1987-06-05 | 1987-06-05 | Reuse of concentrated solution formed in phenolic resin production |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63305116A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009249373A (en) * | 2008-04-11 | 2009-10-29 | Hitachi Chem Co Ltd | Method for recovering phenol from phenols-containing waste liquid |
| CN101967333A (en) * | 2010-10-22 | 2011-02-09 | 兰州石化职业技术学院 | Method for preparing phenolic resin from phenols residues and application thereof to production of coating |
| CN102002139A (en) * | 2010-10-22 | 2011-04-06 | 兰州石化职业技术学院 | Method for preparing modified phenolic resin for coating with cresol residue |
| CN102492340A (en) * | 2011-11-28 | 2012-06-13 | 兰州石化职业技术学院 | Preparation method of perchloroethylene anticorrosion static conductive coating |
-
1987
- 1987-06-05 JP JP14195587A patent/JPS63305116A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009249373A (en) * | 2008-04-11 | 2009-10-29 | Hitachi Chem Co Ltd | Method for recovering phenol from phenols-containing waste liquid |
| CN101967333A (en) * | 2010-10-22 | 2011-02-09 | 兰州石化职业技术学院 | Method for preparing phenolic resin from phenols residues and application thereof to production of coating |
| CN102002139A (en) * | 2010-10-22 | 2011-04-06 | 兰州石化职业技术学院 | Method for preparing modified phenolic resin for coating with cresol residue |
| CN102492340A (en) * | 2011-11-28 | 2012-06-13 | 兰州石化职业技术学院 | Preparation method of perchloroethylene anticorrosion static conductive coating |
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