CN1919931A - The production process of solvent red 179 - Google Patents
The production process of solvent red 179 Download PDFInfo
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- CN1919931A CN1919931A CN 200610088487 CN200610088487A CN1919931A CN 1919931 A CN1919931 A CN 1919931A CN 200610088487 CN200610088487 CN 200610088487 CN 200610088487 A CN200610088487 A CN 200610088487A CN 1919931 A CN1919931 A CN 1919931A
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- acetic acid
- glacial acetic
- distillation
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- NIDFGXDXQKPZMA-UHFFFAOYSA-N 14h-benz[4,5]isoquino[2,1-a]perimidin-14-one Chemical compound C1=CC(N2C(=O)C=3C4=C(C2=N2)C=CC=C4C=CC=3)=C3C2=CC=CC3=C1 NIDFGXDXQKPZMA-UHFFFAOYSA-N 0.000 title claims abstract description 13
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 36
- 238000006243 chemical reaction Methods 0.000 claims abstract description 27
- 229960000583 acetic acid Drugs 0.000 claims abstract description 18
- 239000012362 glacial acetic acid Substances 0.000 claims abstract description 18
- 238000004821 distillation Methods 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 9
- 239000000706 filtrate Substances 0.000 claims abstract description 8
- 238000001914 filtration Methods 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 6
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 4
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 4
- 238000005406 washing Methods 0.000 claims abstract description 4
- 239000002994 raw material Substances 0.000 claims description 16
- 230000018044 dehydration Effects 0.000 claims description 12
- 238000006297 dehydration reaction Methods 0.000 claims description 12
- 239000012065 filter cake Substances 0.000 claims description 11
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 10
- YFOOEYJGMMJJLS-UHFFFAOYSA-N 1,8-diaminonaphthalene Chemical compound C1=CC(N)=C2C(N)=CC=CC2=C1 YFOOEYJGMMJJLS-UHFFFAOYSA-N 0.000 claims description 6
- -1 naphthalene anhydride Chemical class 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 4
- 238000012423 maintenance Methods 0.000 claims description 4
- 230000007935 neutral effect Effects 0.000 claims description 4
- 238000004321 preservation Methods 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 238000005266 casting Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 abstract description 5
- 238000009835 boiling Methods 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 4
- 239000006227 byproduct Substances 0.000 abstract description 2
- 239000003344 environmental pollutant Substances 0.000 abstract description 2
- 231100000719 pollutant Toxicity 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 2
- 229940010552 ammonium molybdate Drugs 0.000 description 2
- 235000018660 ammonium molybdate Nutrition 0.000 description 2
- 239000011609 ammonium molybdate Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
技术领域technical field
本发明涉及一种溶剂红179的生产工艺,属化工领域。The invention relates to a production process of solvent red 179, which belongs to the field of chemical industry.
背景技术Background technique
溶剂红179,英文名称Solvent Red 179,分子式为:C22H12N2O,可用于塑料、多种树脂及纤维纺前着色,其溶解性能比透明红EG要好。C.I.染料索引号:SolventRed 179C.I.564150色光:黄光红,其特性:带黄光透明红色油溶性染料,有优良的耐热性、耐光性及耐迁移性,着色力高,适用范围广。用途:可用于塑料、多种树脂及纤维纺前着色,其溶解性能比透明红EG要好。其结构式为:Solvent Red 179, English name Solvent Red 179, molecular formula: C 22 H 12 N 2 O, can be used for coloring plastics, various resins and fibers before spinning, and its solubility is better than transparent red EG. CI dye index number: SolventRed 179C.I.564150 Shade: yellow light red, its characteristics: yellow light transparent red oil-soluble dye, excellent heat resistance, light resistance and migration resistance, high tinting strength, wide application range. Uses: It can be used for pre-spinning coloring of plastics, various resins and fibers, and its solubility is better than that of transparent red EG. Its structural formula is:
目前生产溶剂红179的通常工艺为:先在反应釜内抽入水、酒精、冰醋酸(其重量比为16∶1∶3)开启搅拌,投入1,8萘酐,再入1,8二氨基萘,加入助剂,投毕封盖,开启冷凝器进、出水阀,进夹套蒸汽升温,1小时左右升温至90-100℃,于回流状态下保温12小时,保温结束,降温至40℃,维持15分钟,维持结束,开启釜底阀放料。At present, the usual process for producing Solvent Red 179 is as follows: first pump water, alcohol, and glacial acetic acid (the weight ratio is 16:1:3) into the reactor, start stirring, put in 1,8 naphthalene anhydride, and then add 1,8 diamino Add naphthalene, add additives, put the cover in place, open the water inlet and outlet valves of the condenser, heat up the steam entering the jacket, heat up to 90-100°C in about 1 hour, keep warm for 12 hours in the reflux state, and cool down to 40°C when the heat preservation is over , maintained for 15 minutes, and when the maintenance ended, the bottom valve of the kettle was opened to discharge.
过滤:经反应结束,冷却后的料液进入过滤桶,开启真空吸滤,基本吸干后,用80-90℃热水清洗至中性,吸干,进入离心机进一步脱水,脱水后的滤饼进入烘箱干燥,烘干后粉碎,包装即得溶剂红179。Filtration: After the reaction is completed, the cooled material liquid enters the filter barrel, and the vacuum suction filter is turned on. After being basically blotted dry, it is washed with hot water at 80-90°C until it is neutral, blotted dry, and then enters the centrifuge for further dehydration. The cake is dried in an oven, crushed after drying, and packaged to obtain Solvent Red 179.
该工艺生产溶剂红179,反应收率低,约为90%,酒精、冰醋酸不易回收套用,产品品质不佳,色相ΔE>0.4的占总产量的30-40%,从而增加了生产成本高,造成了资源浪费,同时对环境也造成了污染。This process produces solvent red 179, and the reaction yield is low, about 90%. Alcohol and glacial acetic acid are not easy to recycle and apply mechanically. , resulting in a waste of resources and pollution to the environment.
发明内容Contents of the invention
本发明针对现有生产工艺存在的问题,提供一种改进的溶剂红179生产工艺,该工艺中反应充分,收率高,节约了生产成本。The invention aims at the problems existing in the existing production process, and provides an improved solvent red 179 production process, in which the reaction is sufficient, the yield is high, and the production cost is saved.
本发明的工艺步骤如下:Processing step of the present invention is as follows:
溶剂红179的生产工艺,其工艺步骤如下:The production technology of solvent red 179, its processing steps are as follows:
合成:在反应釜内抽入溶剂占原料总重10-15倍的冰醋酸,开启搅拌,投入原料1,8萘酐原料,再入原料1,8二氨基萘原料,1,8萘酐与1,8二氨基萘用量的摩尔比按1∶1.01投入,再加入适量助剂花王A-60(化学名:钼酸铵),投毕封盖,开启冷凝器进、出水阀,进夹套蒸汽升温,1小时左右升温至110-116℃,于回流状态下保温10-15小时,保温结束,降温至35-45℃,维持10-20分钟,维持结束,开启釜底阀放料;Synthesis: pump glacial acetic acid whose solvent accounts for 10-15 times the total weight of raw materials in the reaction kettle, start stirring, put in raw materials 1,8 naphthalene anhydride raw materials, and then add raw materials 1,8 diaminonaphthalene raw materials, 1,8 naphthalene anhydride and The molar ratio of the amount of 1,8 diaminonaphthalene is put in according to 1:1.01, and then add an appropriate amount of additive Kao A-60 (chemical name: ammonium molybdate), put the cover in place, open the water inlet and outlet valves of the condenser, and enter the jacket Steam heats up to 110-116°C in about 1 hour, and keeps warm for 10-15 hours under reflux state. After the heat preservation is over, cool down to 35-45°C and keep it for 10-20 minutes. After the maintenance is over, open the bottom valve of the kettle to discharge;
过滤:经反应结束,冷却后的料液进入过滤桶,开启真空吸滤,基本吸干后,滤饼取出,进入离心机进一步脱液,脱液后,滤饼取出待后道处理;滤液进入下一道蒸馏;Filtration: After the reaction is completed, the cooled material liquid enters the filter barrel, and the vacuum suction filter is turned on. After the basic drying, the filter cake is taken out, and then enters the centrifuge for further dehydration. After dehydration, the filter cake is taken out for subsequent processing; the filtrate enters the next distillation;
洗涤:过滤脱液后的滤饼经80-90℃热水洗涤至中性后,同时进入离心机脱水,所得滤饼经干燥后粉碎,包装后即得溶剂红179;Washing: The filter cake after filtration and dehydration is washed with hot water at 80-90°C until neutral, and then enters the centrifuge for dehydration. The obtained filter cake is dried and crushed, and then packaged to obtain Solvent Red 179;
蒸馏:把整批滤液打入蒸馏釜,开夹套蒸汽升温至105-115℃,均匀蒸出冰醋酸,所蒸出冰醋酸作下一批反应用。Distillation: Pour the whole batch of filtrate into the distillation kettle, open the jacket steam to raise the temperature to 105-115°C, and evenly steam the glacial acetic acid, which is used for the next batch of reaction.
本发明的反应方程式为:Reaction equation of the present invention is:
本发明相比现有技术具有如下优点:Compared with the prior art, the present invention has the following advantages:
本发明的工艺中选用冰醋酸作为溶剂,具有如下好处:1、冰醋酸作为溶剂,滤液经蒸馏后可回收套用,可以减少成本;2、冰醋酸沸点为118℃,反应过程中产生少量水,其沸点为110-116℃,满足最佳反应温度;3、反应过程中产生的少量副产物全溶于冰醋酸,而产品不溶于冰醋酸,从而提高了产品的纯度;4、收率高,为95.5%以上;5、该工艺污染物排放量少。Select glacial acetic acid as solvent in the technology of the present invention, have following advantage: 1, glacial acetic acid is as solvent, and filtrate can reclaim mechanically after distillation, can reduce cost; 2, glacial acetic acid boiling point is 118 ℃, produces a small amount of water in the reaction process, Its boiling point is 110-116°C, which meets the optimum reaction temperature; 3. A small amount of by-products produced during the reaction are completely soluble in glacial acetic acid, while the product is insoluble in glacial acetic acid, thereby improving the purity of the product; 4. High yield, It is more than 95.5%; 5. The discharge of pollutants in this process is small.
本发明的工艺中的反应温度较现有技术的温度要高,即进夹套蒸汽升温至110-116℃,而现有技术中温度控制有100℃以下,该反应温度可增加反应的活性,使反应更加充分,从而节省了生产成本。本发明的反应温度的采用克服了现有技术中的技术偏见,通常认为反应温度要控制在100℃以下,而本发明采用100-116℃不但使反应可以顺利进行,而且增强了活性。The reaction temperature in the process of the present invention is higher than the temperature of the prior art, that is, the temperature of the steam entering the jacket is raised to 110-116 ° C, while in the prior art the temperature is controlled below 100 ° C, the reaction temperature can increase the activity of the reaction, Make the reaction more fully, thereby saving the production cost. The adoption of the reaction temperature in the present invention overcomes the technical prejudice in the prior art. It is generally believed that the reaction temperature should be controlled below 100°C, but the use of 100-116°C in the present invention not only enables the reaction to proceed smoothly, but also enhances the activity.
采用本发明的生产工艺所得的产品,色相能够满足客户的需求,色相ΔE≤0.4,ΔC≥-0.2。The hue of the product obtained by adopting the production process of the present invention can meet the needs of customers, and the hue ΔE≤0.4, ΔC≥-0.2.
附图说明Description of drawings
图1为本发明的工艺流程图。Fig. 1 is a process flow diagram of the present invention.
具体实施方式Detailed ways
下面结合附图对本发明作进一步的描述:Below in conjunction with accompanying drawing, the present invention will be further described:
1、合成:在反应釜内抽入溶剂占原料总重10-15倍的冰醋酸,开启搅拌,投入原料1,8萘酐原料,再入原料1,8二氨基萘原料,1,8萘酐与1,8二氨基萘用量的摩尔比按1∶1.01投入,再加入用量为原料总重1-1.5‰的助剂花王A-60(化学名:钼酸铵),投毕封盖,开启冷凝器进、出水阀,进夹套蒸汽升温,1小时左右升温至110-116℃,于回流状态下保温10-15小时,保温结束,降温至35-45℃,维持10-20分钟,维持结束,开启釜底阀放料。1. Synthesis: pump glacial acetic acid whose solvent accounts for 10-15 times the total weight of raw materials in the reaction kettle, start stirring, put in raw materials 1,8 naphthalene anhydride raw materials, and then add raw materials 1,8 diaminonaphthalene raw materials, 1,8 naphthalene The molar ratio of anhydride and 1,8 diaminonaphthalene dosage is put into by 1: 1.01, then add the auxiliary agent Kao A-60 (chemical name: ammonium molybdate) whose dosage is 1-1.5‰ of the total weight of raw materials, and put in the cap after casting. Open the water inlet and outlet valves of the condenser, heat up the steam entering the jacket, and raise the temperature to 110-116°C in about 1 hour, keep it in the reflux state for 10-15 hours, after the heat preservation is over, cool down to 35-45°C, and keep it for 10-20 minutes. After the maintenance is over, open the bottom valve of the kettle to discharge.
2、过滤:经反应结束,冷却后的料液进入过滤桶,开启真空吸滤,基本吸干后,滤饼取出,进入离心机进一步脱液,脱液后,滤饼取出待后道处理;滤液进入下一道蒸馏。2. Filtration: After the reaction is completed, the cooled feed liquid enters the filter barrel, and the vacuum suction filter is turned on. After it is basically dried, the filter cake is taken out, and it enters the centrifuge for further dehydration. After dehydration, the filter cake is taken out for subsequent processing; The filtrate enters the next distillation.
3、洗涤:过滤脱液后的滤饼经80-90℃热水洗涤至中性后,同时进入离心机脱水,所得滤饼经干燥后粉碎,包装后即得溶剂红179成品。收集洗涤残液。生产过程中一般经20-30批后,收集桶装。3. Washing: The filter cake after filtration and dehydration is washed with hot water at 80-90°C until it becomes neutral, and then dehydrated in a centrifuge. Collect the wash residue. In the production process, after 20-30 batches are generally collected, they are collected and packed in barrels.
4、蒸馏:把整批滤液打入蒸馏釜,开夹套蒸汽升温至105-115℃,均匀蒸出冰醋酸,所蒸出冰醋酸作下一批反应用,不足部分用新的冰醋酸补足。4. Distillation: Put the whole batch of filtrate into the distillation kettle, open the jacket steam and raise the temperature to 105-115°C, and evenly steam out the glacial acetic acid, which will be used for the next batch of reaction, and make up for the insufficient part with new glacial acetic acid .
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101508849B (en) * | 2009-03-23 | 2012-04-18 | 南通龙翔化工有限公司 | A kind of preparation method of solvent red 135 |
CN107474053A (en) * | 2017-08-28 | 2017-12-15 | 宁波龙欣精细化工有限公司 | The preparation method of Yi Zhong piceneketone type solvent dyes |
CN107828237A (en) * | 2017-12-04 | 2018-03-23 | 南通龙翔新材料科技股份有限公司 | A kind of treatment method of the waste liquid produced in the preparation process of solvent red 135 |
CN109762362A (en) * | 2019-01-22 | 2019-05-17 | 南通龙翔新材料科技股份有限公司 | The preparation method of pyrene ketones solvent dyestuff |
CN112592604A (en) * | 2020-12-22 | 2021-04-02 | 安徽清科瑞洁新材料有限公司 | Method for synthesizing solvent red 179 with low pollution |
Family Cites Families (2)
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US6358746B1 (en) * | 1999-11-08 | 2002-03-19 | Nalco Chemical Company | Fluorescent compounds for use in industrial water systems |
DE102004006141A1 (en) * | 2004-02-07 | 2005-08-25 | Wella Ag | Lightening direct dyes for keratin fibers and colorants containing these compounds |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101508849B (en) * | 2009-03-23 | 2012-04-18 | 南通龙翔化工有限公司 | A kind of preparation method of solvent red 135 |
CN107474053A (en) * | 2017-08-28 | 2017-12-15 | 宁波龙欣精细化工有限公司 | The preparation method of Yi Zhong piceneketone type solvent dyes |
CN107474053B (en) * | 2017-08-28 | 2019-06-11 | 宁波龙欣精细化工有限公司 | The preparation method of Yi Zhong piceneketone type solvent dye |
CN107828237A (en) * | 2017-12-04 | 2018-03-23 | 南通龙翔新材料科技股份有限公司 | A kind of treatment method of the waste liquid produced in the preparation process of solvent red 135 |
CN109762362A (en) * | 2019-01-22 | 2019-05-17 | 南通龙翔新材料科技股份有限公司 | The preparation method of pyrene ketones solvent dyestuff |
CN112592604A (en) * | 2020-12-22 | 2021-04-02 | 安徽清科瑞洁新材料有限公司 | Method for synthesizing solvent red 179 with low pollution |
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Address after: 226100 Nantong, Haimen City, Jiangsu Province, the new area of the Yangtze River Road, No. 88 Patentee after: NANTONG LONGXIANG NEW MATERIALS TECHNOLOGY Co.,Ltd. Address before: 226103 Haimen port, Haimen Development Zone, Jiangsu Patentee before: Nantong Longxiang Chemical Co.,Ltd. |
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TR01 | Transfer of patent right |
Effective date of registration: 20220704 Address after: 226100 room 508, building 8, Guidu Zhixing, Haimen street, Haimen District, Nantong City, Jiangsu Province Patentee after: Nantong Longyi New Material Technology Co.,Ltd. Address before: 226100 No. 88, Yangzijiang Road, Linjiang new area, Haimen City, Nantong City, Jiangsu Province Patentee before: NANTONG LONGXIANG NEW MATERIALS TECHNOLOGY Co.,Ltd. |
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CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20080827 |