CN104974120A - Preparation method of p-xylenolphthalein - Google Patents

Preparation method of p-xylenolphthalein Download PDF

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CN104974120A
CN104974120A CN 201510334164 CN201510334164A CN104974120A CN 104974120 A CN104974120 A CN 104974120A CN 201510334164 CN201510334164 CN 201510334164 CN 201510334164 A CN201510334164 A CN 201510334164A CN 104974120 A CN104974120 A CN 104974120A
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xylenolphthalein
preparation
method
adding
obtain
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CN 201510334164
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张春涛
纪奉元
孙郁
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天长市天佳化工科技有限公司
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/87Benzo [c] furans; Hydrogenated benzo [c] furans
    • C07D307/88Benzo [c] furans; Hydrogenated benzo [c] furans with one oxygen atom directly attached in position 1 or 3
    • C07D307/8853,3-Diphenylphthalides

Abstract

The invention discloses a preparation method of p-xylenolphthalein, comprising the following steps: taking p-dimethylphenol and phthalic anhydride as raw materials, and adding polyphosphoric acid and an active catalyst for condensation so as to obtain mixed liquid containing p-xylenolphthalein; cooling the mixed liquid containing p-xylenolphthalein, adding water for a quenching reaction, and filtering to obtain a crude product; and adding the crude product and activated carbon into alcohol solvent for decolorizing, crystalizating and drying so as to obtain the p-xylenolphthalein. The process of the invention is simple, the cost of raw materials is low, and purification and separation are easy, the yield is stable, the production period is short, and the preparation method is suitable for industrial production.

Description

一种对二甲酚酞的制备方法 A method for preparing p-cresol phthalein

技术领域 FIELD

[0001 ] 本发明涉及化工中间体制备技术领域,尤其涉及一种对二甲酚酞的制备方法。 [0001] The present invention relates to chemical intermediates for preparing technology, and particularly relates to a method for preparing p-cresol phthalein.

背景技术 Background technique

[0002] 对二甲酚酞是酚酞类的产品,是一种新型的酸碱指示剂。 [0002] p-cresolphthalein is phenolphthalein-based product, is a novel acid-base indicator. 它在弱碱性水溶液中溶解成蓝色,近中性水溶液又变成无色,可制备成无粉尘环保墨水,此墨水溶剂含量低,并可用于水擦去。 It was dissolved in a weakly alkaline aqueous solution, blue, and near neutral aqueous solution became colorless, no dust may be prepared as green ink, this ink solvent content is low, can be used to wipe off the water. 对二甲酚酞也可以作为儿童变色牙膏的变色成分,也应用在萃取光度法中用于检测对氯乙基硫,其有着重要的应用前景。 P-cresolphthalein color component may be used as children's toothpaste color, also used in spectrophotometry for detecting the extraction of sulfur-chloroethyl, which has important applications.

[0003] 对二甲酚酞的文献中制备方法目前主要在缩合剂存在下,原料二甲苯酚和苯酐缩合反应得到对二甲酚酞,不同方法的主要区别在于缩合剂的不同,诸如四氯化锡、甲烷磺酸、多聚磷酸等。 The [0003] Preparation of dimethyl cresolphthalein literature is mainly in the presence of a condensing agent, and anhydride feed xylenol condensation reaction of p-cresolphthalein, the main difference is that different ways of different condensing agent, such as tin tetrachloride , methanesulfonic acid, polyphosphoric acid and the like. 现有的文献中关于对二甲酚酞合成的不足之处包括:1、甲烷磺酸和四氯化锡等缩合剂成本高,后处理废水多;2、单一多聚磷酸缩合剂反应速率慢,时间达5_9h;3、反应温度高,能耗大;4、会产生部分树脂状杂质,纯化处理难;5、没有工业化大生产,只有试剂级产品供应,价格高。 Existing literature on the shortcomings of p-cresolphthalein synthesis comprising: a high, tin tetrachloride and methane sulfonic acid condensing agent such as cost, multi-treated wastewater; 2, single polyphosphoric acid condensing agent slow reaction rate , the time up 5_9h; 3, high reaction temperature, energy consumption; 4, will produce a resinous portion impurities, purification is difficult; 5, no industrial production, only reagent grade product supply, high price.

[0004] 因此,本领域现需要开发一种收率稳定、原料成本低、易于纯化分离、工艺简单、生产周期短、利于工业化生产的制备对二甲酚酞的方法。 [0004] Thus, the present art is now required to develop a stable yield, low raw material cost, ease of purification and separation, simple process, short production period, a process for preparing industrially advantageous production of p-cresolphthalein.

发明内容 SUMMARY

[0005] 基于背景技术存在的技术问题,本发明提出了一种对二甲酚酞的制备方法,工艺简单,原料成本低,易于纯化分离,收率稳定,生产周期短,适合于工业化生产。 [0005] Based on the background art technical problem, the present invention provides a method for the preparation of phthalocyanine xylenol, simple process, low raw material cost, ease of purification and separation, stable yield, short production period, suitable for industrial production.

[0006] 本发明提出的一种对二甲酚酞的制备方法,包括如下步骤: [0006] One proposed method of preparation of the present invention xylenol phthalocyanine, comprising the steps of:

[0007]S1、以对二甲苯酚和苯酐为原料,再加入多聚磷酸和活性催化剂进行缩合反应得到含对二甲酚酞的混合液; [0007] S1, to phthalic anhydride and p-xylenol as a raw material, adding polyphosphoric acid and the active catalyst obtained by condensation reaction mixture containing p-cresol phthalein;

[0008] S2、将含对二甲酚酞的混合液冷却,加水进行淬灭反应,过滤得到粗品;将粗品和活性炭加入醇类溶剂中进行脱色,结晶,干燥得到对二甲酚酞。 [0008] S2, containing p-cresolphthalein mixture was cooled, the reaction was quenched with water and filtered to give a crude product; the crude product and activated carbon was added to decolorize alcohol solvent, crystallized, and dried to give p-cresolphthalein.

[0009] 本发明所述的对二甲酚酞制备方法的化学反应方程式为: [0009] The reaction equation for the preparation of phthalocyanine xylenol the present invention are:

Figure CN104974120AD00031

[0011] 优选地,S1中,对二甲苯酚、苯酐和多聚磷酸的摩尔比为2-3 :1 :4. 5-5. 5,例如2. 2-2. 8 :1 :4. 7-5. 3、2. 4-2. 6 :1 :4. 9-5. 1、2. 4-2. 6 :1 :5. 1-5. 3、2. 2-2. 8 :1 :4. 7-5,优选为2. 6 :1 :5〇 [0011] Preferably, Sl, the molar ratio of xylenol, phthalic anhydride and polyphosphoric acid is 2-3: 1: 45-55, for example 2. 2-28: 1: 4. 3,2 4-26 7-5: 1: 1, 2, 4-26 49-5:... 1: 2-28 3,2 51-5..: 1: 47-5, preferably from 2.6: 1: 5〇

[0012] 优选地,S1中,多聚磷酸和活性催化剂的摩尔比为4. 5-5. 5 :0. 1,例如4. 6 :0. 1、 4. 7 :0• 1、4. 8 :0• 1、4. 9 :0• 1、5. 1 :0• 1、5. 2 :0• 1、5. 3 :0• 1、5. 4 :0• 1,优选为5 :0• 1。 [0012] Preferably, Sl, the molar ratio of polyphosphoric acid and the activity of the catalyst is 4 5-55: 01, for example, 4. 6:. 0 1, 4. 7: 0 • 1,4. 8: 0 • 1,4 9:. 0 • 1,5 1:. 0 • 1,5 2:. 0 • 1,5 3:. 0 • 1,5 4:. 0 • 1, preferably 5: 0 • 1.

[0013] 优选地,S1中,活性催化剂为三氯化铝。 [0013] Preferably, Sl, the active catalyst is aluminum trichloride.

[0014] 优选地,S1中,三氯化铝为粉末状,便于搅拌均匀,促进缩合反应进行。 [0014] Preferably, Sl, the powdery aluminum trichloride, easy to stir, to promote condensation reaction.

[0015]优选地,S1 中,缩合反应的温度为70-80°C,例如71°C、72°C、73°C、74°C、75°C、 76°〇、771:、781:、791:,优选为75°〇。 [0015] Preferably, in Sl, the temperature of the condensation reaction is 70-80 ° C, e.g. 71 ° C, 72 ° C, 73 ° C, 74 ° C, 75 ° C, 76 ° square, 771: 781: , 791 :, preferably 75 ° square.

[0016] 优选地,S1中,缩合反应的时间为2. 8-3. 5h,例如2. 9h、3h、3.lh、3. 2h、3. 3h、 3. 4h、3. 5h,优选为3h。 [0016] Preferably, Sl, the reaction time of condensation is 2. 8-3. 5h, example 2. 9h, 3h, 3.lh, 3. 2h, 3. 3h, 3. 4h, 3. 5h, preferably to 3h.

[0017] 优选地,52中,水与二甲苯酚的重量比为9.5-12:1,例如9.6:1、9.7 :1、9.8:1、 9. 9:1、10:1、10. 2:1、10. 4:1、10. 6:1、10. 8:1、11:1、11. 2:1、11. 4:1、11. 6:1、11. 8:1,优选为10:1〇 [0017] Preferably, 52, the weight ratio of water to dimethyl phenol is 9.5 to 12: 1, for example, 9.6: 1,9.7: 1,9.8: 1, 9.9: 1, 10: 1, 10 2 : 4, 10: 6, 10: 8, 10: 1, 11: 2, 11: 4, 11: 6, 11: 8, 11: 1, preferably 10: 1〇

[0018] 优选地,S2中,淬灭反应过程中温度彡30°C,例如29°C、28°C、27°C、26°C、25°C、 24°C、23°C、20°C、18°C、16°C、14°C、12°C、1(TC、8°C、5°C、2°C。 [0018] Preferably, S2, the quench the reaction temperature during San 30 ° C, e.g. 29 ° C, 28 ° C, 27 ° C, 26 ° C, 25 ° C, 24 ° C, 23 ° C, 20 ° C, 18 ° C, 16 ° C, 14 ° C, 12 ° C, 1 (TC, 8 ° C, 5 ° C, 2 ° C.

[0019] 优选地,S2中,将粗品和活性炭加入醇类溶剂中进行脱色具体步骤包括:将粗品和活性炭加入醇类溶剂中加热回流〇. 5-lh,然后热过滤脱色。 [0019] Preferably, S2, the crude product and activated carbon was added to decolorize specifically alcoholic solvent comprises: activated carbon was added and the crude product was heated at reflux in an alcoholic solvent billion 5-lh, then filtered hot decolorized.

[0020] 该步骤中采用热过滤是由于粗品溶于醇类溶剂中,但在温度下降时容易析出大量晶体,而此时并不希望其在在过滤过程中留在滤纸上,故采用热过滤以进行脱色。 [0020] This step is used due to the hot filtration the crude was dissolved in an alcoholic solvent, but the temperature drops at a large number of easily precipitated crystals, but in this case it is not intended to remain on the filter paper in the filtration process, so the use of hot filtration for bleaching.

[0021] 该步骤中也无需限定粗品、活性炭与醇类溶剂的比例,即粗品能完全溶于醇类溶剂中即可,而活性炭能尽可能将粗品中的杂质吸附即可,活性炭与醇类溶剂仅仅影响收率和纯度,在生产过程中可视情况而定。 [0021] This step is also required to qualify proportion crude, activated carbon alcohol solvents, i.e., the crude product can be completely dissolved in an alcoholic solvent can be, and can be activated as the adsorption of impurities to the crude, activated with alcohols only affects the yield and purity of the solvent, optionally in the production process may be.

[0022] 优选地,S2中,醇类溶剂为乙醇水溶液,优选为95 %乙醇。 [0022] Preferably, S2 in an alcohol solvent of aqueous ethanol, preferably 95% ethanol.

[0023]与现有技术相比,本发明采用多聚磷酸为脱水剂,三氯化铝为复合活性催化剂,原料易得,原材料消耗成本低;而采用粉末三氯化铝为复合活性催化剂,能降低缩合反应温度,在70-80°C时就能稳定反应,还能减少树脂状杂质的生成,并能加快反应进程,大大减少反应时间至2. 8-3. 5h,达到节能减排的效果;同时本发明的对二甲酚酞收率稳定在80%以上,而且色泽粉白,一次纯化纯度即可达到99 %以上。 [0023] Compared with the prior art, the present invention uses as a dehydrating agent polyphosphoric acid, aluminum trichloride complex is the active catalyst, feed, low in cost of raw material consumption; the use of aluminum chloride powder composite active catalyst, the condensation reaction temperature can be reduced, at 70-80 ° C the reaction can be stabilized, but also to reduce the formation of resinous impurities, and can accelerate the progress of the reaction, the reaction time is greatly reduced to 2. 8-3. 5h, to achieve energy saving effect; while the present invention is p-cresolphthalein stable yield above 80%, and the color pink, once purified to a purity of more than 99%.

具体实施方式 detailed description

[0024] 下面,通过具体实施例对本发明的技术方案进行详细说明。 [0024] Next, a detailed description of the technical solution of the present invention through specific embodiments.

[0025] 实施例1 [0025] Example 1

[0026] 本发明提出的一种对二甲酚酞的制备方法,包括如下步骤: [0026] One proposed method of preparation of the present invention xylenol phthalocyanine, comprising the steps of:

[0027]S1、按摩尔份以2份对二甲苯酚和1份苯酐为原料,再加入5. 5份多聚磷酸和〇. 1份粉末状三氯化铝进行缩合反应得到含对二甲酚酞的混合液,其中缩合反应的温度为70°C,缩合反应的时间为3. 5h; [0027] S1, parts to 2 parts by mole of phthalic anhydride and 1 part xylenol as a raw material, adding 5.5 billion parts of polyphosphoric acid and 1 part powdered aluminum trichloride obtained by condensation reaction of dimethyl containing phenolphthalein mixture, wherein the condensation reaction temperature is 70 ° C, the reaction time of the condensation is 3. 5h;

[0028]S2、将含对二甲酚酞的混合液冷却,加水进行淬灭反应,其中水与二甲苯酚的重量比为9. 5 :1,过滤得到粗品;将粗品和活性炭加入95%乙醇中加热回流lh,然后热过滤脱色,冷却结晶,干燥得到对二甲酚酞。 [0028] S2, containing mixture was cooled p-cresolphthalein, the addition of water to quench the reaction, wherein the weight ratio of water to dimethyl phenol is 9.5: 1 and filtered to give a crude product; the crude product and activated carbon was added 95% ethanol LH was heated to reflux, filtered hot and then bleaching, cooling and crystallization, and dried to give two cresolphthalein pair.

[0029] 实施例2 [0029] Example 2

[0030] 本发明提出的一种对二甲酚酞的制备方法,包括如下步骤: [0030] One proposed method of preparation of the present invention xylenol phthalocyanine, comprising the steps of:

[0031]S1、按摩尔份以3份对二甲苯酚和1份苯酐为原料,再加入4. 5份多聚磷酸和0.1 份三氯化铝进行缩合反应得到含对二甲酚酞的混合液,其中缩合反应的温度为80°C,缩合反应的时间为2. 8h; [0031] S1, a condensation reaction was conducted to obtain p-cresol-containing phthalide parts to 3 parts by moles of phthalic anhydride and 1 part xylenol as a raw material, was added 4.5 parts of polyphosphoric acid and 0.1 parts of aluminum trichloride wherein the temperature of the condensation reaction is 80 ° C, reaction time of condensation is 2. 8h;

[0032]S2、将含对二甲酚酞的混合液冷却,加水进行淬灭反应,其中水与二甲苯酚的重量比为12 :1,过滤得到粗品;将粗品和活性炭加入95%乙醇中加热回流0. 5h,然后热过滤脱色,冷却结晶,干燥得到对二甲酚酞。 [0032] S2, containing mixture was cooled p-cresolphthalein, the addition of water to quench the reaction, wherein the weight ratio of water-xylenol was 12: 1 and filtered to give a crude product; heating the crude product and activated carbon was added 95% ethanol reflux for 0. 5h, then filtered hot bleaching, cooling and crystallization, and dried to give two cresolphthalein pair.

[0033] 实施例3 [0033] Example 3

[0034] 本发明提出的一种对二甲酚酞的制备方法,包括如下步骤: [0034] One proposed method of preparation of the present invention xylenol phthalocyanine, comprising the steps of:

[0035]S1、按摩尔份以2. 6份对二甲苯酚和1份苯酐为原料,再加入5份多聚磷酸和〇. 1份粉末状三氯化铝进行缩合反应得到含对二甲酚酞的混合液,其中缩合反应的温度为75°C,缩合反应的时间为3h; [0035] S1, to 2.6 parts by mole parts of phthalic anhydride and 1 part xylenol as a raw material, was added 5 parts of polyphosphoric acid and the square. 1 part of powdered aluminum trichloride obtained by condensation reaction of dimethyl containing phenolphthalein mixture, wherein the reaction temperature of condensation is 75 ° C, the condensation reaction time is 3H;

[0036]S2、将含对二甲酚酞的混合液冷却,加水进行淬灭反应,其中水与二甲苯酚的重量比为10 :1,过滤得到粗品;将粗品和活性炭加入95%乙醇中加热回流0.8h,然后热过滤脱色,冷却结晶,干燥得到对二甲酚酞。 [0036] S2, containing mixture was cooled p-cresolphthalein, the addition of water to quench the reaction, wherein the weight ratio of water-xylenol was 10: 1 and filtered to give a crude product; heating the crude product and activated carbon was added 95% ethanol 0.8H reflux, filtered hot and then bleaching, cooling and crystallization, and dried to give two cresolphthalein pair.

[0037] 实施例4 [0037] Example 4

[0038] 本发明提出的一种对二甲酚酞的制备方法,包括如下步骤: [0038] One proposed method of preparation of the present invention xylenol phthalocyanine, comprising the steps of:

[0039]S1、称取50g对二甲苯酚和23g苯酐加到266g多聚磷酸中,在反应瓶中搅拌升温融化,再称取2g粉末状三氯化铝一次性加入反应瓶中,升高温度至75°C,保温3h得到含对二甲酚酞的混合液; [0039] S1, weighed 50g and 23g of xylenol anhydride 266g polyphosphoric acid was added, stirred reaction flask was warmed to melt, and then weighed 2g of powdered aluminum trichloride was added in one reaction flask increased to a temperature of 75 ° C, for 3h to obtain a solution containing a mixture of two cresolphthalein;

[0040] S2、将含对二甲酚酞的混合液冷却至室温后,缓慢加入500g冰水进行淬灭反应, 淬灭反应过程中温度< 30°C,接着搅拌30min后,过滤,将滤饼水洗至水洗液pH> 5得到粗品;将粗品和活性炭投入乙醇中,加热回流30min后,热过滤脱色,冷却析出晶体,然后过滤烘干得到50g的粉白色产品。 [0040] S2, containing p-cresol mixture was cooled to room temperature phthalide, 500g was slowly added ice water to quench the reaction, the temperature during the reaction was quenched <30 ° C, followed by stirring for 30min, filtered, the filter cake water until the wash water pH> 5 to give the crude product; and activated carbon into the crude ethanol and heated to reflux for 30min, bleaching filtered hot and cooled to precipitate crystals, followed by filtration and drying to give the product as a white powder 50g.

[0041] 其中,粉白色产品中对二甲酚酞的纯度> 99%,收率为85%。 [0041] wherein, white powder The purity of the product of cresol phthalein> 99%, in 85% yield.

[0042] 实施例5 [0042] Example 5

[0043] 本发明提出的一种对二甲酚酞的制备方法,包括如下步骤: [0043] One proposed method of preparation of the present invention xylenol phthalocyanine, comprising the steps of:

[0044] S1、反应釜中抽取530kg多聚磷酸,向反应釜中投入100kg对二甲苯酚和46kg苯酐,升温搅拌至融化,然后真空一次性加入4kg粉末状三氯化铝,继续升温至75°C,保温反应3h得到含对二甲酚酞的混合液; [0044] S1, kettle extract 530kg polyphosphoric acid, p-xylenol and put 46kg 100kg anhydride added to the reaction kettle and heated with stirring until melted, then added in one vacuum 4kg powdered aluminum trichloride, continue to heat up to 75 ° C, the reaction incubated 3h to give a mixture containing p-cresol phthalein;

[0045]S2、将含对二甲酚酞的混合液冷却至室温后,从高位滴加500kg水进行淬灭反应, 淬灭反应过程中温度< 30°C,接着搅拌0. 5h,放料离心后,将滤饼水洗至水洗液pH> 5得到粗品;然后脱色反应釜抽取乙醇,向脱色反应釜中投入活性炭和粗品,加热搅拌至回流, 保持回流lh,热压滤脱色,冷却结晶,放料离心后,烘干得到98kg产品,同时蒸馏回收乙醇。 [0045] S2, containing two of the mixture was cooled to room temperature cresolphthalein is added dropwise 500kg water quenched from a high reaction temperature during the reaction was quenched <30 ° C, followed by stirring for 0. 5h, the discharge centrifugation after the cake was washed with water until the water washings were pH> 5 to give the crude product; then destained reactor extraction of ethanol, put into activated carbon, and crude to the bleaching reactor and heated with stirring to reflux for LH, hot pressure filtration bleaching, cooling and crystallization, put after centrifugation the material, and drying the product to obtain 98kg, while distilling ethanol recovery.

[0046] 其中,粉白色产品中对二甲酚酞的纯度> 99%,收率为83%。 [0046] wherein, white powder The purity of the product of cresol phthalein> 99%, in 83% yield.

[0047]以上所述,仅为本发明较佳的具体实施方式,但本发明的保护范围并不局限于此, 任何熟悉本技术领域的技术人员在本发明揭露的技术范围内,根据本发明的技术方案及其发明构思加以等同替换或改变,都应涵盖在本发明的保护范围之内。 [0047] The above are only the preferred specific embodiments of the invention, but the scope of the present invention is not limited thereto, any skilled in the art in the art within the technical scope disclosed by the present invention, according to the present invention its aspect of the inventive concept changes or equivalent replacements to be, shall fall within the scope of the present invention.

Claims (10)

  1. 1. 一种对二甲酚酞的制备方法,其特征在于,包括如下步骤: 51、 以对二甲苯酚和苯酐为原料,再加入多聚磷酸和活性催化剂进行缩合反应得到含对二甲酚酞的混合液; 52、 将含对二甲酚酞的混合液冷却,加水进行淬灭反应,过滤得到粗品;将粗品和活性炭加入醇类溶剂中进行脱色,结晶,干燥得到对二甲酚酞。 1. A method for preparing p-cresol phthalein, characterized by comprising the steps of: 51, xylenol as materials and phthalic anhydride, polyphosphoric acid was added and condensation reaction to give an active catalyst containing p-cresol phthalein mixture; 52, containing p-cresolphthalein mixture was cooled, the reaction was quenched with water and filtered to give a crude product; and the decolorizing charcoal was added crude alcohol solvent, crystallized, and dried to give two cresolphthalein pair.
  2. 2. 根据权利要求1所述对二甲酚酞的制备方法,其特征在于,Sl中,对二甲苯酚、苯酐和多聚磷酸的摩尔比为2-3 :1 :4. 5-5. 5,优选为2. 6 :1 :5。 2. The method of claim 1 Preparation of dimethyl cresolphthalein claim, wherein, Sl, the molar ratio of xylenol, phthalic anhydride and polyphosphoric acid is 2-3: 1: 45-55 , preferably from 2.6: 1: 5.
  3. 3. 根据权利要求1或2所述对二甲酚酞的制备方法,其特征在于,Sl中,多聚磷酸和活性催化剂的摩尔比为4. 5-5. 5 :0. 1,优选为5 :0. 1。 3. The method of claim 1 or 2 Preparation of p-cresolphthalein claim, wherein, Sl, the molar ratio of polyphosphoric acid and the activity of the catalyst is 4 5-55: 01, preferably 5 : 01.
  4. 4. 根据权利要求1-3任一项所述对二甲酚酞的制备方法,其特征在于,Sl中,活性催化剂为三氯化铝。 4. A method for preparing the phthalocyanine xylenol one pair according to any one of claims 1-3, characterized in that, Sl, the active catalyst is aluminum trichloride.
  5. 5. 根据权利要求1-4任一项所述对二甲酚酞的制备方法,其特征在于,Sl中,缩合反应的温度为70-80°C,优选为75°C。 The preparation of two of said one pair cresolphthalein according to any one of claims 1-4, characterized in that, Sl, the temperature of the condensation reaction is 70-80 ° C, preferably 75 ° C.
  6. 6. 根据权利要求1-5任一项所述对二甲酚酞的制备方法,其特征在于,Sl中,缩合反应的时间为2. 8-3. 5h,优选为3h。 6. The method of preparation of the phthalocyanine xylenol one pair according to any one of claims 1-5, characterized in that, Sl, the reaction time of condensation is 2. 8-3. 5h, preferably 3h.
  7. 7. 根据权利要求1-6任一项所述对二甲酚酞的制备方法,其特征在于,S2中,水与二甲苯酚的重量比为9. 5-12 :1,优选为10:1。 The production method of the phthalocyanine xylenol one pair of any of claims 1-6, characterized in that, S2, the weight ratio of water-xylenol to 9. 5-12: 1, preferably 10: 1 .
  8. 8. 根据权利要求1-7任一项所述对二甲酚酞的制备方法,其特征在于,S2中,淬灭反应过程中温度< 30°C。 8. A method for preparing the phthalocyanine xylenol one pair according to any one of claims 1-7, characterized in that, S2, the temperature during the reaction was quenched with <30 ° C.
  9. 9. 根据权利要求1-8任一项所述对二甲酚酞的制备方法,其特征在于,S2中,将粗品和活性炭加入醇类溶剂中进行脱色具体步骤为:将粗品和活性炭加入醇类溶剂中加热回流0. 5-lh,然后热过滤脱色。 9. A method for preparing the phthalocyanine xylenol one pair to any of claims 1-8, characterized in that, S2, the crude alcohol solvent, and activated carbon was added to decolorize the specific steps: The crude alcohol was added activated charcoal and solvent is heated at reflux for 0. 5-lh, then filtered hot decolorized.
  10. 10. 根据权利要求1-9任一项所述对二甲酚酞的制备方法,其特征在于,S2中,醇类溶剂为乙醇水溶液,优选为95 %乙醇。 10. A method for preparing the phthalocyanine xylenol one pair according to any one of claims 1-9, characterized in that, S2 in an aqueous solution of an alcohol solvent is ethanol, preferably 95% ethanol.
CN 201510334164 2015-06-16 2015-06-16 Preparation method of p-xylenolphthalein CN104974120A (en)

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WO2006105193A2 (en) * 2005-03-29 2006-10-05 C2C Technologies Llc Personal care compositions with color changing indicator
WO2006105260A1 (en) * 2005-03-29 2006-10-05 C2C Technologies Llc Oral care compositions with color changing indicator
WO2006105261A1 (en) * 2005-03-29 2006-10-05 C2C Technologies Llc Cleansing compositions with color changing indicator
WO2006105191A2 (en) * 2005-03-29 2006-10-05 C2C Technologies Llc Novelty compositions with color changing indicator

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Publication number Priority date Publication date Assignee Title
WO2006105193A2 (en) * 2005-03-29 2006-10-05 C2C Technologies Llc Personal care compositions with color changing indicator
WO2006105260A1 (en) * 2005-03-29 2006-10-05 C2C Technologies Llc Oral care compositions with color changing indicator
WO2006105261A1 (en) * 2005-03-29 2006-10-05 C2C Technologies Llc Cleansing compositions with color changing indicator
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