CN102206175A - 一种高温加氢还原dns酸二钠盐制备dsd酸的方法 - Google Patents
一种高温加氢还原dns酸二钠盐制备dsd酸的方法 Download PDFInfo
- Publication number
- CN102206175A CN102206175A CN2011100966992A CN201110096699A CN102206175A CN 102206175 A CN102206175 A CN 102206175A CN 2011100966992 A CN2011100966992 A CN 2011100966992A CN 201110096699 A CN201110096699 A CN 201110096699A CN 102206175 A CN102206175 A CN 102206175A
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- CN
- China
- Prior art keywords
- acid
- dns
- dsd
- disodium salt
- high temperature
- 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
- 239000002253 acid Substances 0.000 title claims abstract description 150
- 238000000034 method Methods 0.000 title claims abstract description 30
- HAOGQMYNUDFRPS-UHFFFAOYSA-L [N+](=O)([O-])C=1C(=C(C(C(=O)[O-])=CC1)O)[N+](=O)[O-].[Na+].[Na+].[N+](=O)([O-])C=1C(=C(C(C(=O)[O-])=CC1)O)[N+](=O)[O-] Chemical compound [N+](=O)([O-])C=1C(=C(C(C(=O)[O-])=CC1)O)[N+](=O)[O-].[Na+].[Na+].[N+](=O)([O-])C=1C(=C(C(C(=O)[O-])=CC1)O)[N+](=O)[O-] HAOGQMYNUDFRPS-UHFFFAOYSA-L 0.000 title abstract 4
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 15
- 238000001914 filtration Methods 0.000 claims abstract description 10
- 239000000463 material Substances 0.000 claims abstract description 9
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 52
- 238000003756 stirring Methods 0.000 claims description 26
- 239000007788 liquid Substances 0.000 claims description 16
- 239000000725 suspension Substances 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 14
- 238000010792 warming Methods 0.000 claims description 14
- 238000004090 dissolution Methods 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
- 239000012266 salt solution Substances 0.000 claims description 9
- 239000001117 sulphuric acid Substances 0.000 claims description 9
- 235000011149 sulphuric acid Nutrition 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical group C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 claims description 5
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims description 3
- DSVGQVZAZSZEEX-UHFFFAOYSA-N [C].[Pt] Chemical compound [C].[Pt] DSVGQVZAZSZEEX-UHFFFAOYSA-N 0.000 claims description 2
- NCPHGZWGGANCAY-UHFFFAOYSA-N methane;ruthenium Chemical compound C.[Ru] NCPHGZWGGANCAY-UHFFFAOYSA-N 0.000 claims description 2
- 239000012141 concentrate Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000003054 catalyst Substances 0.000 abstract description 14
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000007086 side reaction Methods 0.000 abstract description 2
- 230000009286 beneficial effect Effects 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 230000001376 precipitating effect Effects 0.000 abstract 1
- 239000000047 product Substances 0.000 description 14
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 150000002431 hydrogen Chemical class 0.000 description 7
- 238000004128 high performance liquid chromatography Methods 0.000 description 6
- 238000011084 recovery Methods 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000005265 energy consumption Methods 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- TYWAOIBYSDORAH-UHFFFAOYSA-N 1,2-bis(4-aminophenyl)ethane-1,2-dione Chemical compound C1=CC(N)=CC=C1C(=O)C(=O)C1=CC=C(N)C=C1 TYWAOIBYSDORAH-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229910052707 ruthenium Inorganic materials 0.000 description 2
- 239000002910 solid waste Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- -1 azo compound Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000009795 derivation Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 229960004249 sodium acetate Drugs 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical group C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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
- Y02P20/584—Recycling of catalysts
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (8)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN201110096699.2A CN102206175B (zh) | 2011-04-18 | 2011-04-18 | 一种高温加氢还原制备4,4′-二氨基二苯乙烯 2,2′-二磺酸的方法 |
Applications Claiming Priority (1)
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CN201110096699.2A CN102206175B (zh) | 2011-04-18 | 2011-04-18 | 一种高温加氢还原制备4,4′-二氨基二苯乙烯 2,2′-二磺酸的方法 |
Publications (2)
Publication Number | Publication Date |
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CN102206175A true CN102206175A (zh) | 2011-10-05 |
CN102206175B CN102206175B (zh) | 2014-01-08 |
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CN201110096699.2A Active CN102206175B (zh) | 2011-04-18 | 2011-04-18 | 一种高温加氢还原制备4,4′-二氨基二苯乙烯 2,2′-二磺酸的方法 |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102500395A (zh) * | 2011-10-31 | 2012-06-20 | 天津大学 | TiO2负载Ni-Au-Pt纳米复合金属催化剂及制备方法和应用 |
CN106117089A (zh) * | 2016-06-22 | 2016-11-16 | 康纳新型材料(杭州)有限公司 | 一种4,4′‑二氨基二苯乙烯‑二磺酸的制备方法 |
CN108727858A (zh) * | 2018-06-07 | 2018-11-02 | 连云港莱亚化学有限公司 | 一种利用生产dsd酸产生的氧化废水制备直接黄染料的方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PL144803B1 (en) * | 1986-03-03 | 1988-07-30 | Process for preparing 4,4'-diaminostilben-2,2'-disulfonic acid | |
JPH04321661A (ja) * | 1991-04-19 | 1992-11-11 | Nippon Kayaku Co Ltd | 4・4’−ジアミノスチルベン−2・2’−ジスルホン酸又はその塩類の製造方法 |
JPH0680622A (ja) * | 1992-09-03 | 1994-03-22 | Nippon Kayaku Co Ltd | 4、4’−ジアミノスチルベン−2、2’−ジスルホン酸又はその塩類の製造方法 |
JPH06172295A (ja) * | 1992-05-13 | 1994-06-21 | Nippon Kayaku Co Ltd | 4、4’−ジアミノスチルベン−2、2’−ジスルホン酸又はその塩類の製造方法 |
-
2011
- 2011-04-18 CN CN201110096699.2A patent/CN102206175B/zh active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PL144803B1 (en) * | 1986-03-03 | 1988-07-30 | Process for preparing 4,4'-diaminostilben-2,2'-disulfonic acid | |
JPH04321661A (ja) * | 1991-04-19 | 1992-11-11 | Nippon Kayaku Co Ltd | 4・4’−ジアミノスチルベン−2・2’−ジスルホン酸又はその塩類の製造方法 |
JPH06172295A (ja) * | 1992-05-13 | 1994-06-21 | Nippon Kayaku Co Ltd | 4、4’−ジアミノスチルベン−2、2’−ジスルホン酸又はその塩類の製造方法 |
JPH0680622A (ja) * | 1992-09-03 | 1994-03-22 | Nippon Kayaku Co Ltd | 4、4’−ジアミノスチルベン−2、2’−ジスルホン酸又はその塩類の製造方法 |
Non-Patent Citations (2)
Title |
---|
宋东明等: "催化加氢合成DSD酸", 《辽宁化工》, no. 6, 31 December 1995 (1995-12-31), pages 39 - 40 * |
黄小波等: "DSD酸合成进展", 《精细化工》, vol. 17, no. 4, 30 April 2000 (2000-04-30), pages 245 - 248 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102500395A (zh) * | 2011-10-31 | 2012-06-20 | 天津大学 | TiO2负载Ni-Au-Pt纳米复合金属催化剂及制备方法和应用 |
CN106117089A (zh) * | 2016-06-22 | 2016-11-16 | 康纳新型材料(杭州)有限公司 | 一种4,4′‑二氨基二苯乙烯‑二磺酸的制备方法 |
CN108727858A (zh) * | 2018-06-07 | 2018-11-02 | 连云港莱亚化学有限公司 | 一种利用生产dsd酸产生的氧化废水制备直接黄染料的方法 |
Also Published As
Publication number | Publication date |
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CN102206175B (zh) | 2014-01-08 |
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Owner name: HUAGE CHEMICAL (DONGGUANG) CO., LTD. Free format text: FORMER OWNER: HEBEI HUA-CHEM DYE CHEMICAL CO., LTD. Effective date: 20140909 |
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Address after: Cangzhou City, Hebei Province, 061600 East County, 5 kilometers south of Patentee after: HEBEI HUA-CHEM DYE CHEMICAL Co.,Ltd. Patentee after: Hua Ge Holdings Group Ltd. Address before: Cangzhou City, Hebei Province, 061600 East County, 5 kilometers south of Patentee before: HEBEI HUA-CHEM DYE CHEMICAL Co.,Ltd. Patentee before: Hebei Hua-Chem Chemical Group Co.,Ltd. |
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Effective date of registration: 20140909 Address after: The 061600 Cangzhou City, Hebei province Dongguang County Road 104 large section Patentee after: HUAGE CHEMICAL (DONGGUANG) Co.,Ltd. Patentee after: Hua Ge Holdings Group Ltd. Address before: Cangzhou City, Hebei Province, 061600 East County, 5 kilometers south of Patentee before: HEBEI HUA-CHEM DYE CHEMICAL Co.,Ltd. Patentee before: Hua Ge Holdings Group Ltd. |
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C56 | Change in the name or address of the patentee |
Owner name: CAIKE CHEMISTRY (DONGGUANG) CO., LTD. Free format text: FORMER NAME: HUAGE CHEMICAL (DONGGUANG) CO., LTD. |
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CP01 | Change in the name or title of a patent holder |
Address after: The 061600 Cangzhou City, Hebei province Dongguang County Road 104 large section Patentee after: TSAKER CHEMICAL (DONGGUANG) CO.,LTD. Patentee after: Hua Ge Holdings Group Ltd. Address before: The 061600 Cangzhou City, Hebei province Dongguang County Road 104 large section Patentee before: HUAGE CHEMICAL (DONGGUANG) Co.,Ltd. Patentee before: Hua Ge Holdings Group Ltd. |
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CP01 | Change in the name or title of a patent holder | ||
CP01 | Change in the name or title of a patent holder |
Address after: 061600 East of Dazhang Section of 104 National Road, Dongguang County, Cangzhou City, Hebei Province Co-patentee after: Hua Ge Holdings Group Ltd. Patentee after: HEBEI CAIKE CHEMICAL Co.,Ltd. Address before: 061600 East of Dazhang Section of 104 National Road, Dongguang County, Cangzhou City, Hebei Province Co-patentee before: Hua Ge Holdings Group Ltd. Patentee before: TSAKER CHEMICAL (DONGGUANG) CO.,LTD. |
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Address after: 061600 east side of national highway 105, Dazhang village, Dongguang County, Cangzhou City, Hebei Province Patentee after: Caike Huayu Chemical Co.,Ltd. Patentee after: Hua Ge Holdings Group Ltd. Address before: 061600 East of Dazhang Section of 104 National Road, Dongguang County, Cangzhou City, Hebei Province Patentee before: HEBEI CAIKE CHEMICAL Co.,Ltd. Patentee before: Hua Ge Holdings Group Ltd. |