CN102333751A - 用作制备3,4′-二乙酰氧基二苯甲酮的中间体的3,4′-二羟基二苯甲酮的制备方法 - Google Patents
用作制备3,4′-二乙酰氧基二苯甲酮的中间体的3,4′-二羟基二苯甲酮的制备方法 Download PDFInfo
- Publication number
- CN102333751A CN102333751A CN2010800091180A CN201080009118A CN102333751A CN 102333751 A CN102333751 A CN 102333751A CN 2010800091180 A CN2010800091180 A CN 2010800091180A CN 201080009118 A CN201080009118 A CN 201080009118A CN 102333751 A CN102333751 A CN 102333751A
- Authority
- CN
- China
- Prior art keywords
- acid
- dihydroxy benaophenonel
- uvnul
- diacetoxy
- protonic
- 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
- 238000000034 method Methods 0.000 title claims abstract description 28
- LJQVLJXQHTULEP-UHFFFAOYSA-N (3-hydroxyphenyl)-(4-hydroxyphenyl)methanone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=CC(O)=C1 LJQVLJXQHTULEP-UHFFFAOYSA-N 0.000 title abstract 3
- DKCPZSOWADOUDB-UHFFFAOYSA-N [4-(3-acetyloxybenzoyl)phenyl] acetate Chemical compound C1=CC(OC(=O)C)=CC=C1C(=O)C1=CC=CC(OC(C)=O)=C1 DKCPZSOWADOUDB-UHFFFAOYSA-N 0.000 title abstract 2
- 239000002253 acid Substances 0.000 claims abstract description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- IJFXRHURBJZNAO-UHFFFAOYSA-N 3-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000002841 Lewis acid Substances 0.000 claims abstract description 16
- 150000007517 lewis acids Chemical class 0.000 claims abstract description 16
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 7
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 17
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 13
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 10
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 8
- 229910015900 BF3 Inorganic materials 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
- 230000021736 acetylation Effects 0.000 claims description 5
- 238000006640 acetylation reaction Methods 0.000 claims description 5
- 239000003153 chemical reaction reagent Substances 0.000 claims description 5
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 5
- 239000011707 mineral Substances 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 claims description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003518 caustics Substances 0.000 claims description 2
- YHBDIEWMOMLKOO-UHFFFAOYSA-I pentachloroniobium Chemical compound Cl[Nb](Cl)(Cl)(Cl)Cl YHBDIEWMOMLKOO-UHFFFAOYSA-I 0.000 claims description 2
- 238000005554 pickling Methods 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000908 ammonium hydroxide Substances 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 3
- 238000001914 filtration Methods 0.000 abstract description 2
- 239000012345 acetylating agent Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical group CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 235000012459 muffins Nutrition 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229930195357 gramphenol Natural products 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000013590 bulk material Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- AHZJKOKFZJYCLG-UHFFFAOYSA-K trifluoromethanesulfonate;ytterbium(3+) Chemical compound [Yb+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F AHZJKOKFZJYCLG-UHFFFAOYSA-K 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/296—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with lead derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/298—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with manganese derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/782—Ketones containing a keto group bound to a six-membered aromatic ring polycyclic
- C07C49/784—Ketones containing a keto group bound to a six-membered aromatic ring polycyclic with all keto groups bound to a non-condensed ring
- C07C49/786—Benzophenone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/393310 | 2009-02-26 | ||
| US12/393,310 US7772441B1 (en) | 2009-02-26 | 2009-02-26 | Process for producing 3,4′ dihydroxybenzophenone |
| PCT/US2010/025146 WO2010099144A1 (en) | 2009-02-26 | 2010-02-24 | Process for producing 3,4' dihydroxybenzophenone as an intermediate for producing 3,4' diacetoxybenzophenone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102333751A true CN102333751A (zh) | 2012-01-25 |
Family
ID=42199000
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010800091180A Pending CN102333751A (zh) | 2009-02-26 | 2010-02-24 | 用作制备3,4′-二乙酰氧基二苯甲酮的中间体的3,4′-二羟基二苯甲酮的制备方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7772441B1 (enExample) |
| EP (1) | EP2401249B1 (enExample) |
| JP (1) | JP5480918B2 (enExample) |
| KR (1) | KR20110122749A (enExample) |
| CN (1) | CN102333751A (enExample) |
| BR (1) | BRPI1005353A2 (enExample) |
| CA (1) | CA2749008A1 (enExample) |
| MX (1) | MX2011009028A (enExample) |
| WO (1) | WO2010099144A1 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103073407A (zh) * | 2013-02-05 | 2013-05-01 | 芜湖市联合涂料有限责任公司 | 三氯化铟催化制备2,4-二羟基二苯甲酮的方法 |
| CN104961633A (zh) * | 2015-05-25 | 2015-10-07 | 武汉怡兴化工股份有限公司 | 4,4′-二羟基二苯甲酮的氢氟酸工艺 |
| CN114341227A (zh) * | 2019-08-27 | 2022-04-12 | Dic株式会社 | 酚醛树脂、固化性树脂组合物和其固化物 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4245082A (en) * | 1979-07-09 | 1981-01-13 | E. I. Du Pont De Nemours And Company | Polyesters derived from 3,4'-dihydroxy-benzophenones or 3-hydroxy-4'-(4-hydroxyphenyl-)benzophenone and certain aromatic dicarboxylic acids and filaments thereof |
| JPS59190943A (ja) * | 1983-04-12 | 1984-10-29 | Shipuro Kasei Kk | ポリヒドロキシベンゾフエノン類の製造方法 |
| CN1726178A (zh) * | 2002-12-13 | 2006-01-25 | 巴斯福股份公司 | 制备二苯甲酮的方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5548217A (en) * | 1978-08-08 | 1980-04-05 | Du Pont | Polymer derived from 3*4**dihydroxybenzophenone or 33hydroxyy4***4hydroxyphenyll*benzophenone and kind of aromatic dicarbon and its filament |
| US4269965A (en) * | 1979-09-17 | 1981-05-26 | E. I. Du Pont De Nemours And Company | Aromatic polyester which forms optically anisotropic melts and filaments thereof |
| ES8306085A1 (es) * | 1981-07-08 | 1983-05-01 | Raychem Corp | "un procedimiento para la preparacion de cetonas aromaticas". |
| US4500699A (en) | 1984-06-26 | 1985-02-19 | E. I. Du Pont De Nemours And Company | Optically anisotropic melt forming copolyesters |
| US4617369A (en) * | 1985-09-04 | 1986-10-14 | E. I. Du Pont De Nemours And Company | Polyester polymers of 3-hydroxy-4'-(4-hydroxyphenyl)benzophenone or 3,4'-dihydroxybenzophenone and dicarboxylic acids |
| JPH03123752A (ja) * | 1989-10-06 | 1991-05-27 | Honsyu Kagaku Kogyo Kk | ４，４′―ジヒドロキシベンゾフェノンの製造法 |
-
2009
- 2009-02-26 US US12/393,310 patent/US7772441B1/en not_active Expired - Fee Related
-
2010
- 2010-02-24 BR BRPI1005353A patent/BRPI1005353A2/pt not_active IP Right Cessation
- 2010-02-24 MX MX2011009028A patent/MX2011009028A/es not_active Application Discontinuation
- 2010-02-24 JP JP2011552093A patent/JP5480918B2/ja not_active Expired - Fee Related
- 2010-02-24 CN CN2010800091180A patent/CN102333751A/zh active Pending
- 2010-02-24 WO PCT/US2010/025146 patent/WO2010099144A1/en not_active Ceased
- 2010-02-24 EP EP10705525.3A patent/EP2401249B1/en not_active Not-in-force
- 2010-02-24 KR KR1020117022248A patent/KR20110122749A/ko not_active Withdrawn
- 2010-02-24 CA CA2749008A patent/CA2749008A1/en not_active Abandoned
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4245082A (en) * | 1979-07-09 | 1981-01-13 | E. I. Du Pont De Nemours And Company | Polyesters derived from 3,4'-dihydroxy-benzophenones or 3-hydroxy-4'-(4-hydroxyphenyl-)benzophenone and certain aromatic dicarboxylic acids and filaments thereof |
| JPS59190943A (ja) * | 1983-04-12 | 1984-10-29 | Shipuro Kasei Kk | ポリヒドロキシベンゾフエノン類の製造方法 |
| CN1726178A (zh) * | 2002-12-13 | 2006-01-25 | 巴斯福股份公司 | 制备二苯甲酮的方法 |
Non-Patent Citations (2)
| Title |
|---|
| R.S.IRWIN等: "3,4’-Dihydroxybenzophenone Terephthalate:An All-Aromatic Thermotropic Polyester with a Helical Chain Conformation", 《MACROMOLECULES》 * |
| 卢莲英等: "紫外线吸收剂4,4’-二羟基二苯甲酮的合成", 《化学世界》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103073407A (zh) * | 2013-02-05 | 2013-05-01 | 芜湖市联合涂料有限责任公司 | 三氯化铟催化制备2,4-二羟基二苯甲酮的方法 |
| CN104961633A (zh) * | 2015-05-25 | 2015-10-07 | 武汉怡兴化工股份有限公司 | 4,4′-二羟基二苯甲酮的氢氟酸工艺 |
| CN114341227A (zh) * | 2019-08-27 | 2022-04-12 | Dic株式会社 | 酚醛树脂、固化性树脂组合物和其固化物 |
| CN114341227B (zh) * | 2019-08-27 | 2024-04-30 | Dic株式会社 | 酚醛树脂、固化性树脂组合物和其固化物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP5480918B2 (ja) | 2014-04-23 |
| WO2010099144A1 (en) | 2010-09-02 |
| EP2401249A1 (en) | 2012-01-04 |
| JP2012519172A (ja) | 2012-08-23 |
| KR20110122749A (ko) | 2011-11-10 |
| BRPI1005353A2 (pt) | 2019-03-26 |
| US20100217047A1 (en) | 2010-08-26 |
| EP2401249B1 (en) | 2013-05-15 |
| CA2749008A1 (en) | 2010-09-02 |
| MX2011009028A (es) | 2011-09-28 |
| US7772441B1 (en) | 2010-08-10 |
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Application publication date: 20120125 |