JP3161556B2 - Method for producing high-boiling aromatic solvent - Google Patents
Method for producing high-boiling aromatic solventInfo
- Publication number
- JP3161556B2 JP3161556B2 JP20696292A JP20696292A JP3161556B2 JP 3161556 B2 JP3161556 B2 JP 3161556B2 JP 20696292 A JP20696292 A JP 20696292A JP 20696292 A JP20696292 A JP 20696292A JP 3161556 B2 JP3161556 B2 JP 3161556B2
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- JP
- Japan
- Prior art keywords
- fraction
- solvent
- boiling
- producing
- pressure
- Prior art date
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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
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Color Printing (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
【産業上の利用分野】本発明はナフタレン臭を除去した
溶解性に優れた高沸点芳香族含有溶剤の製造方法に関す
る。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing a solvent containing a high-boiling aromatic compound which has excellent solubility and removes naphthalene odor.
【０００２】[0002]
【従来の技術】沸点が１８５℃を越えるような高沸点
で、主として芳香族成分からなる留分は、感圧紙用溶
剤、或いはフェノール樹脂、アルキッド樹脂、ユリア樹
脂、メラミン樹脂、アクリル樹脂等を用いた焼付け塗料
用の溶剤及びシンナー、金属部品の洗浄溶剤、農薬用の
乳剤、機械用の油剤配合剤さらには反応系の溶剤として
使用されている。2. Description of the Related Art A fraction having a high boiling point exceeding 185 ° C. and mainly composed of an aromatic component uses a solvent for pressure-sensitive paper or a phenol resin, an alkyd resin, a urea resin, a melamine resin, an acrylic resin or the like. It is used as a solvent and thinner for baking paint, a solvent for cleaning metal parts, an emulsion for agricultural chemicals, an oil compounding agent for machinery, and a solvent for reaction systems.
【０００３】従来、この種の溶剤は、石炭タ−ル油から
回収する方法、エチレンクラッカーボトムとＣ９ヘビヤ
ー（ナフサの改質反応により得られた改質油中から回収
された炭素数９以上の留分）をそれぞれ単独または混合
して水素化処理する方法、ナフタレンのアルキル化、単
環芳香族化合物の二核或いは三核体化等により製造され
ている。これらの方法は、一般に製造コストが高いとい
う問題があった。Heretofore, this type of solvent has been used to recover from coal tar oil, ethylene cracker bottom and C9 heavier (having a carbon number of 9 or more recovered from a reformed oil obtained by a naphtha reforming reaction). Each of these fractions is subjected to a hydrotreating process alone or in combination, alkylation of naphthalene, binuclear or trinuclear monocyclic aromatic compound, and the like. These methods have a problem that the production cost is generally high.
【０００４】本発明者は、灯油留分の接触改質により、
高沸点、高芳香族含有溶剤を得る方法を提案した(例え
ば、特開平１−１５３７９０号公報、特開平２−２４７
２８６〜９０号公報等参照）。ところで、かかる方法で
得られる溶剤のうちでも、沸点が２１５℃を越えるもの
はナフタレン臭があり、特に感圧紙溶剤として用いる場
合は好ましいものではなかった。[0004] The present inventor has proposed that catalytic reforming of a kerosene fraction
A method for obtaining a solvent having a high boiling point and a high aromatic content has been proposed (for example, JP-A-1-153790, JP-A-2-247).
286-90 etc.). By the way, among the solvents obtained by such a method, those having a boiling point exceeding 215 ° C. have a naphthalene odor, and are not particularly preferable when used as a pressure-sensitive paper solvent.
【０００５】[0005]
【発明が解決しようとする課題】本発明は、上述のよう
な高沸点、高芳香族溶剤におけるナフタレン臭の問題を
解決するもので、本発明の目的は、安い製造コストで、
混合アニリン点が低くて溶解性に優れ、しかもナフタレ
ン臭のない高沸点、高芳香族含有溶剤を製造する方法を
提供することにある。SUMMARY OF THE INVENTION The present invention solves the problem of naphthalene odor in the high boiling point and high aromatic solvents as described above.
It is an object of the present invention to provide a method for producing a high-boiling-point, high-aromatics-containing solvent having a low mixed aniline point, excellent solubility and no naphthalene odor.
【０００６】[0006]
【課題を解決するための手段】本発明の高沸点芳香族含
有溶剤の製造方法は、ナフタレン類を含有する留分を固
体酸触媒の存在下に炭素数３以上のアルキル化剤でアル
キル化する高沸点芳香族含有溶剤の製造方法において、
前記留分が灯油留分を接触改質して得られた生成油を蒸
留分離して２１５〜２９０℃の沸点範囲の成分を採取し
たものであり、特に好ましくは、前記炭素数３以上のア
ルキル化剤がプロピレン、プロピルアルコール、ブテ
ン、ブチルアルコールから選定された化合物を用いるも
のである。また、感圧紙溶剤として用いられる高沸点芳
香族含有溶剤の製造方法は、ナフタレン類を含有する留
分を固体酸触媒の存在下に炭素数３以上のアルキル化剤
でアルキル化したアルキル化油の２７０〜３３０℃の留
分を分取するものである。The process for producing a high-boiling aromatics-containing solvent according to the present invention comprises alkylating a fraction containing naphthalenes with an alkylating agent having 3 or more carbon atoms in the presence of a solid acid catalyst. In the method for producing a high-boiling aromatic-containing solvent,
The fraction is one obtained by subjecting a product oil obtained by subjecting a kerosene fraction to catalytic reforming to a distillation and separating components having a boiling range of 215 to 290 ° C., and particularly preferably the alkyl having 3 or more carbon atoms. The agent uses a compound selected from propylene, propyl alcohol, butene, and butyl alcohol. Further, a method for producing a high-boiling aromatic-containing solvent used as a pressure-sensitive paper solvent is a method for producing an alkylated oil obtained by alkylating a fraction containing naphthalenes with an alkylating agent having 3 or more carbon atoms in the presence of a solid acid catalyst. The fraction at 270 to 330 ° C. is collected.
【０００７】本発明にいうナフタレン類を含有する留分
とは、その留分中にナフタレン、メチルナフタレン、ジ
メチルナフタレンを含有するもので、これらのナフタレ
ン類を少なくとも５０wt％以上、好ましくは７０wt％以
上含有するものが本発明の効果を顕著に達成できる。[0007] The naphthalene-containing fraction referred to in the present invention is a fraction containing naphthalene, methylnaphthalene and dimethylnaphthalene in the fraction, and these naphthalenes are contained in at least 50 wt% or more, preferably 70 wt% or more. Those that contain can remarkably achieve the effects of the present invention.
【０００８】このナフタレン類を含有する留分として
は、特には灯油留分を接触改質して得られた生成油を蒸
留分離して２１５〜２９０℃の沸点範囲の留分を採取し
たものを用いることが好適である。すなわち、蒸留分離
操作により１５０〜３００℃の温度範囲で留出する灯油
留分、例えば原油を常圧蒸留して得られた直留の灯油留
分の他、石油の各留分、残渣等の熱分解、接触分解、水
素化分解、アルキレーション、その他の精製処理等によ
り得られた前記沸点範囲の留分、さらにはこの灯油留分
からノルマルパラフィンを５０〜９５％程度の回収率で
回収除去したラフィネ−ト等を、一般にナフサ留分等か
ら高オクタン価ガソリンを製造する方法として広く用い
られている接触改質法、例えばアルミナを担体として、
白金、または白金に加えてレニウム、ゲルマニウム、す
ず、イリジウム、ルテニウム等を担持した触媒の存在下
に、４００〜５５０℃の温度、１〜５０kg／cm2の圧
力、液空間速度(ＬＨＳＶ)０.１〜３ｈ-1、水素／油モ
ル比０.５〜２０の条件下で、接触改質することにより
得られる接触改質油を蒸留分離して２１５〜２９０℃の
沸点範囲の成分を採取した留分を用いる。The distillate containing naphthalenes is, for example, a distillate obtained by subjecting a kerosene distillate to catalytic reforming to obtain a distillate having a boiling point range of 215 to 290 ° C. It is preferred to use. That is, a kerosene fraction distilled in a temperature range of 150 to 300 ° C. by a distillation separation operation, for example, a kerosene fraction obtained by distilling crude oil under normal pressure, a petroleum fraction, a residue, etc. Normal paraffin was recovered and removed from the fraction in the boiling range obtained by thermal decomposition, catalytic cracking, hydrocracking, alkylation, and other purification treatments, and further from this kerosene fraction at a recovery of about 50 to 95%. Raffinate is a catalytic reforming method generally used as a method for producing high octane gasoline from a naphtha fraction or the like, for example, using alumina as a carrier,
In the presence of platinum or a catalyst carrying rhenium, germanium, tin, iridium, ruthenium, etc. in addition to platinum, at a temperature of 400 to 550 ° C., a pressure of 1 to 50 kg / cm 2 , and a liquid hourly space velocity (LHSV) of 0. Under a condition of 1 to 3 h -1 and a hydrogen / oil molar ratio of 0.5 to 20, the catalytic reforming oil obtained by catalytic reforming was separated by distillation to collect components having a boiling point range of 215 to 290 ° C. Use fractions.
【０００９】本発明ではこのナフタレン類を含有する留
分を固体酸触媒の存在下にアルキル化するものである
が、この固体酸触媒としてはシリカアルミナ、ＨＹ型や
モルデナイトなどの結晶性アルミノシリケート、酸性白
土、モンモリロナイト、塩化アルミニウム等、或いは本
出願人が先に提案したジルコニア、チタニア、酸化鉄等
を硫酸で処理した触媒（特公昭５９−６１８１号公報、
同５９−４００５６号公報、特開平０１−２８８３３９
号公報、特願平０２−３１１５１２号、同０２−３１１
５１３号参照）を用いることができ、特には、シリカア
ルミナ、ＨＹ型やモルデナイトなどの結晶性アルミノシ
リケート、或いはジルコニアまたはアルミナを硫酸で処
理した触媒が好適である。また、アルキル化に用いる炭
素数３以上のアルキル化剤としては、炭素数３以上のオ
レフィン或いはアルコールを用いるが、特にはプロピレ
ン、プロピルアルコール、ブテン、ブチルアルコールを
用いることが好ましい。In the present invention, the fraction containing naphthalenes is alkylated in the presence of a solid acid catalyst. Examples of the solid acid catalyst include silica alumina, crystalline aluminosilicates such as HY type and mordenite, and the like. A catalyst obtained by treating acid clay, montmorillonite, aluminum chloride, or the like, or zirconia, titania, iron oxide, or the like previously proposed by the present applicant with sulfuric acid (Japanese Patent Publication No. 59-6181,
No. 59-40056, JP-A-01-288339
Gazette, Japanese Patent Application No. 02-31512, and 02-311
No. 513) can be used. In particular, silica alumina, crystalline aluminosilicate such as HY type or mordenite, or a catalyst obtained by treating zirconia or alumina with sulfuric acid is preferable. As the alkylating agent having 3 or more carbon atoms used for the alkylation, an olefin or alcohol having 3 or more carbon atoms is used, and particularly, propylene, propyl alcohol, butene, and butyl alcohol are preferably used.
【００１０】このアルキル化反応は、用いる触媒及びア
ルキル化剤により最適反応条件がそれぞれ異なるが、一
般には反応温度５０〜３００℃、好ましくは１００〜２
００℃、反応圧力０〜５０kg/cm2G、好ましくは０〜１
０kg/cm2G、アルキル化剤の使用量をナフタレン類に対
し０.１倍当量以上、好ましくは０.３〜３倍当量の範囲
から適宜選定して行うと良い。Although the optimum reaction conditions for this alkylation reaction differ depending on the catalyst and the alkylating agent used, the reaction temperature is generally 50 to 300 ° C., preferably 100 to 2 ° C.
00 ° C, reaction pressure 0-50 kg / cm 2 G, preferably 0-1
The amount of the alkylating agent to be used is 0 kg / cm 2 G, and is appropriately selected from the range of 0.1 equivalent or more, preferably 0.3 to 3 equivalent of the naphthalene.
【００１１】このようにして得られたアルキル化油は、
目的に応じ、未反応物等を蒸留分離し、所望の留分を分
取して溶剤とする。特に、感圧紙溶剤として用いる場合
は２７０〜３３０℃の留分を用いると好適である。[0011] The alkylated oil thus obtained is
According to the purpose, unreacted substances and the like are separated by distillation, and a desired fraction is collected and used as a solvent. In particular, when used as a pressure-sensitive paper solvent, it is preferable to use a fraction at 270 to 330 ° C.
【００１２】本発明の方法で製造される高沸点芳香族溶
剤は、前述したように感圧紙用溶剤、或いはフェノール
樹脂、アルキッド樹脂、ユリア樹脂、メラミン樹脂、ア
クリル樹脂等を用いた焼付け塗料用の溶剤及びシンナ
ー、前記樹脂用の添加剤溶剤、金属部品の洗浄溶剤、農
薬用の乳剤、機械用の油剤配合剤さらには反応系の溶剤
として使用できるが、特には、感圧複写紙、ノーカーボ
ンペーパー等において染料をマイクロカプセル化して紙
に塗布するために染料を溶解する溶剤である感圧紙用溶
剤として適している。The high-boiling aromatic solvent produced by the method of the present invention is, as described above, a solvent for pressure-sensitive paper or a baking paint using a phenol resin, an alkyd resin, a urea resin, a melamine resin, an acrylic resin or the like. Solvents and thinners, additive solvents for the above resins, solvents for cleaning metal parts, emulsions for agricultural chemicals, oil compounding agents for machinery, and even solvents for reaction systems. It is suitable as a solvent for pressure-sensitive paper, which is a solvent for dissolving the dye for microencapsulating the dye in paper or the like and applying it to paper.
【００１３】[0013]
【実施例】実施例１ 灯油留分を水添脱硫した脱硫灯油留分を原料として、ア
ルミナ担体に白金を０.２重量％担持した接触改質触媒
を用いて、圧力を８kg／cm2、温度を５００℃、ＬＨＳ
Ｖを１.０Hr-1、水素/油をモル比で３の条件下で、改質
反応させた。この改質油を蒸留分離して、２５３〜２６
１℃の留分を採取した。この性状を原料改質留分として
第１表に示した。また、この留分を水晶発信器を用いた
臭いセンサー〔相互薬工(株)製〕で測定した結果、臭い
強度１００％であり、１０人のパネラーによる官能試験
の結果、全員が強いナフタレン臭を認めた。 EXAMPLE 1 A desulfurized kerosene fraction obtained by hydrodesulfurizing a kerosene fraction was used as a raw material, and a pressure of 8 kg / cm 2 was applied using a catalytic reforming catalyst in which 0.2% by weight of platinum was supported on an alumina carrier. Temperature 500 ℃, LHS
The reforming reaction was carried out under the conditions of V of 1.0 Hr -1 and hydrogen / oil in a molar ratio of 3. This reformed oil is separated by distillation to form 253 to 26
A 1 ° C fraction was collected. This property is shown in Table 1 as a raw material reforming fraction. Further, the fraction was measured by an odor sensor using a quartz oscillator (manufactured by Mutual Pharmaceutical Co., Ltd.). As a result, the odor intensity was 100%. Admitted.
【００１４】この留分１００mlに、固体酸触媒(水酸化
ジルコニアに８重量倍の１規定の硫酸を含浸させ、１２
０℃で２時間乾燥後、５７０℃で３時間焼成したもの)
５gを１５０℃に保持して、プロピレンを４００ml/min
の流量で、４時間吹き込み、アルキル化した。このアル
キル化油中のメチルナフタレン、エチルナフタレン、ジ
メチルナフタレンを測定し、これから転化率を算出した
結果、９９.３％であった。このアルキル化油を上記の
臭いセンサーで測定した結果、臭い強度２１.７％であ
り、１０人のパネラーによる官能試験の結果、全員がナ
フタレン臭を認めなかった。100 ml of this fraction was impregnated with 1N sulfuric acid in an amount of 8 times by weight of a solid acid catalyst (zirconia hydroxide).
(After drying at 0 ° C for 2 hours, baking at 570 ° C for 3 hours)
5 g was kept at 150 ° C., and propylene was 400 ml / min.
At a flow rate of 4 hours for alkylation. Methyl naphthalene, ethyl naphthalene, and dimethyl naphthalene in this alkylated oil were measured, and the conversion was calculated from this. As a result, it was 99.3%. As a result of measuring the alkylated oil with the above-mentioned odor sensor, the odor intensity was 21.7%, and as a result of a sensory test by 10 panelists, no naphthalene odor was recognized by all.
【００１５】また、このアルキル化油を蒸留して２９０
〜３２０℃の留分を採取し、感圧紙用溶剤としての評価
を行った。即ち、この溶剤に感圧紙の発色剤の染料とし
て用いられているクリスタルバイオレットラクトンの５
重量％を加熱して溶解し、室温で５時間放置した。この
結果、クリスタルバイオレットラクトン結晶の析出は認
められず、感圧紙用溶剤として用いることができること
は明らかであった。なお、この溶剤の性状を第１表に示
した。The alkylated oil is distilled to 290
A fraction at ３２０320 ° C. was collected and evaluated as a solvent for pressure-sensitive paper. That is, 5% of crystal violet lactone, which is used as a colorant dye for pressure sensitive paper in this solvent.
The weight percent was heated to dissolve and left at room temperature for 5 hours. As a result, no precipitation of crystal violet lactone crystals was observed, and it was clear that the crystal violet lactone could be used as a solvent for pressure-sensitive paper. The properties of this solvent are shown in Table 1.
【００１６】さらに、この感圧紙用溶剤を上記の臭いセ
ンサーで測定した結果、臭い強度１２.７％であり、１
０人のパネラーによる官能試験の結果、全員がナフタレ
ン臭を認めなかった。尚、官能試験によるナフタレン臭
が認められない市販のジイソプロピルナフタレンからな
る感圧紙用溶剤について、臭いセンサーを用いて臭い強
度を測定した結果は３４.６％であった。Further, as a result of measuring the solvent for the pressure-sensitive paper with the above-mentioned odor sensor, the odor intensity was 12.7%.
As a result of a sensory test performed by 0 panelists, all of the panelists did not recognize naphthalene odor. The odor intensity of a commercially available diisopropylnaphthalene solvent for pressure-sensitive paper, which does not show naphthalene odor in the sensory test, was measured using an odor sensor, and the result was 34.6%.
【表１】 [Table 1]
【００１７】実施例２ 固体酸触媒としてＨＹ型ゼオライトを用いた以外は実施
例１と同様の操作を行った。この結果、転化率は９８.
５％、臭いセンサーでの臭い強度は２２.８％であり、
１０人のパネラーによる官能試験の結果、全員がナフタ
レン臭を認めなかった。 Example 2 The same operation as in Example 1 was performed except that HY-type zeolite was used as the solid acid catalyst. As a result, the conversion was 98.
5%, the odor intensity with the odor sensor is 22.8%,
As a result of a sensory test performed by 10 panelists, all of them did not recognize naphthalene odor.
【００１８】実施例３ 固体酸触媒としてＨＭ型モルデナイトを用いた以外は実
施例１と同様の操作を行った。この結果、転化率は９
７.９％、臭いセンサーでの臭い強度は２１.８％であ
り、１０人のパネラーによる官能試験の結果、全員がナ
フタレン臭を認めなかった。 Example 3 The same operation as in Example 1 was performed except that HM-type mordenite was used as a solid acid catalyst. As a result, the conversion was 9
7.9%, the odor intensity with the odor sensor was 21.8%, and as a result of a sensory test by 10 panelists, no one recognized naphthalene odor.
【００１９】実施例４ 固体酸触媒としてアルミナを硫酸で処理した触媒(比表
面積１４０m2/g、細孔容積０.４cc/gのアルミナ担体を
４００℃で３時間乾燥した後、１.２重量倍の４.２規定
の硫酸をスプレー担持させ、濾過、風乾後、５５０℃で
２時間焼成したもの)を用いた以外は実施例１と同様の
操作を行った。この結果、転化率は９９.１％、臭いセ
ンサーでの臭い強度は２２.０％であり、１０人のパネ
ラーによる官能試験の結果、全員がナフタレン臭を認め
なかった。 Example 4 A catalyst prepared by treating alumina with sulfuric acid as a solid acid catalyst (alumina support having a specific surface area of 140 m 2 / g and a pore volume of 0.4 cc / g) was dried at 400 ° C. for 3 hours, and then 1.2 weight The same operation as in Example 1 was carried out except that 4.2 times of 4.2N sulfuric acid was spray-supported, filtered, air-dried and calcined at 550 ° C. for 2 hours. As a result, the conversion was 99.1%, the odor intensity with the odor sensor was 22.0%, and as a result of a sensory test by 10 panelists, all of them did not recognize naphthalene odor.
【００２０】[0020]
【発明の効果】以上のような本発明は、安い製造コスト
で、混合アニリン点が低くて溶解性に優れ、しかもナフ
タレン臭のない高沸点、高芳香族含有溶剤を製造できる
という格別の効果を奏するものである。The present invention as described above has the special effect of producing a high-boiling-point, high-aromatics-containing solvent having a low mixed aniline point, excellent solubility and low naphthalene odor at a low production cost. To play.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 ＦＩ Ｂ４１Ｍ 5/165 Ｃ０７Ｂ 61/00 ３００ Ｃ０７Ｂ 61/00 ３００ Ｂ４１Ｍ 5/12 １１０ (56)参考文献 特開 平３−72435（ＪＰ，Ａ) 特開 平２−88533（ＪＰ，Ａ) 特開 平２−6417（ＪＰ，Ａ) 特開 昭63−215647（ＪＰ，Ａ) 特開 昭62−226931（ＪＰ，Ａ) (58)調査した分野(Int.Cl.7，ＤＢ名) C07C 2/70 C07C 2/86 C07C 15/24 ────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 7 Identification code FI B41M 5/165 C07B 61/00 300 C07B 61/00 300 B41M 5/12 110 (56) References JP-A-3-72435 (JP) JP-A-2-88533 (JP, A) JP-A-2-6417 (JP, A) JP-A-63-215647 (JP, A) JP-A-62-226931 (JP, A) (58) Field surveyed (Int. Cl. 7 , DB name) C07C 2/70 C07C 2/86 C07C 15/24
Claims (4)
媒の存在下に炭素数３以上のアルキル化剤でアルキル化
したアルキル化油の２７０〜３３０℃の留分を分取する
ことを特徴とする感圧紙溶剤として用いられる高沸点芳
香族含有溶剤の製造方法。1. A fraction at 270-330 ° C. of an alkylated oil obtained by alkylating a fraction containing naphthalenes with an alkylating agent having 3 or more carbon atoms in the presence of a solid acid catalyst. A method for producing a high-boiling aromatic-containing solvent used as a pressure-sensitive paper solvent.
媒の存在下に炭素数３以上のアルキル化剤でアルキル化
する高沸点芳香族含有溶剤の製造方法において、前記留
分が灯油留分を接触改質して得られた生成油を蒸留分離
して２１５〜２９０℃の沸点範囲の成分を採取したもの
であることを特徴とする高沸点芳香族含有溶剤の製造方
法。2. A method for producing a high-boiling aromatics-containing solvent in which a fraction containing naphthalenes is alkylated with an alkylating agent having 3 or more carbon atoms in the presence of a solid acid catalyst, wherein the fraction is a kerosene fraction. A process for producing a high-boiling aromatics-containing solvent, characterized in that a product oil obtained by catalytic reforming of the above is separated by distillation to collect components in the boiling range of 215 to 290 ° C.
ル化剤がプロピレン、プロピルアルコール、ブテン、ブ
チルアルコールから選定された化合物であることを特徴
とする高沸点芳香族含有溶剤の製造方法。3. A method for producing a high-boiling aromatic-containing solvent, wherein the alkylating agent having 3 or more carbon atoms according to claim 2 is a compound selected from propylene, propyl alcohol, butene, and butyl alcohol. .
が感圧紙用溶剤であることを特徴とする高沸点芳香族含
有溶剤の製造方法。 【０００１】4. A method for producing a high-boiling aromatic-containing solvent according to claim 2, wherein the high-boiling aromatic-containing solvent is a solvent for pressure-sensitive paper. [0001]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20696292A JP3161556B2 (en) | 1991-07-23 | 1992-07-13 | Method for producing high-boiling aromatic solvent |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3-205592 | 1991-07-23 | ||
| JP20559291 | 1991-07-23 | ||
| JP20696292A JP3161556B2 (en) | 1991-07-23 | 1992-07-13 | Method for producing high-boiling aromatic solvent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH05213788A JPH05213788A (en) | 1993-08-24 |
| JP3161556B2 true JP3161556B2 (en) | 2001-04-25 |
Family
ID=26515144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20696292A Expired - Fee Related JP3161556B2 (en) | 1991-07-23 | 1992-07-13 | Method for producing high-boiling aromatic solvent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3161556B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7241930B2 (en) | 2003-04-16 | 2007-07-10 | Exxonmobil Chemical Patents Inc. | Transalkylation of aromatic fluids |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100552124B1 (en) * | 2003-12-15 | 2006-02-13 | 삼성토탈 주식회사 | Aromatic Solvent Composition with High Boiling Point for Cold Weather |
| JP4164459B2 (en) * | 2004-03-10 | 2008-10-15 | 独立行政法人科学技術振興機構 | Methylnaphthalene production catalyst and production method |
| JP4613266B2 (en) * | 2004-09-28 | 2011-01-12 | Ｊｘ日鉱日石エネルギー株式会社 | Naphthenic solvent and process for producing the same |
-
1992
- 1992-07-13 JP JP20696292A patent/JP3161556B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7241930B2 (en) | 2003-04-16 | 2007-07-10 | Exxonmobil Chemical Patents Inc. | Transalkylation of aromatic fluids |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH05213788A (en) | 1993-08-24 |
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