CN102786400A - Purification method for ultraviolet absorbent 2,4-dihydroxy benaophenonel - Google Patents
Purification method for ultraviolet absorbent 2,4-dihydroxy benaophenonel Download PDFInfo
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- CN102786400A CN102786400A CN2012102671961A CN201210267196A CN102786400A CN 102786400 A CN102786400 A CN 102786400A CN 2012102671961 A CN2012102671961 A CN 2012102671961A CN 201210267196 A CN201210267196 A CN 201210267196A CN 102786400 A CN102786400 A CN 102786400A
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Abstract
The invention discloses a purification method for ultraviolet absorbent 2,4-dihydroxy benaophenonel, which belongs to the production field of light stabilizer. The purification method for the ultraviolet absorbent 2.4-dihydroxy benaophenonel comprises the following steps of: (1) putting 2,4-dihydroxy benaophenonel into a distillation flask, heating and dissolving; (2) opening a vacuum pump, regulating the vacuum degree to 1-150pa, finishing distillation after the distillation temperature is lowered, and obtaining a 2,4-dihydroxy benaophenonel crude product; (3) adding solvent into the obtained 2,4-dihydroxy benaophenonel crude product, wherein the solvent is mixed solvent which is prepared from methylbenzene and methyl alcohol at the weight ratio of 4:1, and the ratio of the weight of the added mixed solvent to the weight of the crude product is (3:1)-(6:1); heating and insulating the obtained mixed solution; taking conduction oil of 150-155DEG C as coolant to cool and recrystallize; and drying. The product obtained with the purification method disclosed by the invention has the advantages of high content and good appearance and chroma. Combined purification is carried out by distillation and recrystallization instead of decoloring treatment, the trouble that a pipeline is likely to block because of filtering while being hot is solved, and therefore industrial production is easy to carry out.
Description
Technical field
The present invention relates to a kind of method of purification of UV light absorber 2,4 dihydroxyl benzophenone, belong to the photostabilizer production field.
Background technology
2,4 dihydroxyl benzophenone is called for short UVNUL MS-40-1, and molecular formula is C
13H
10O
3, molecular weight is 214.22, is faint yellow needle crystal or white powder under the room temperature.Can be used as UV light absorber, in the genus, the long wave ultraviolet absorption agent, maximum absorption wavelength scope 280-340nm; Also can be used for plastics, paint etc. as photostabilizer, as be used for the photostabilizer of SE, PS, epoxy resin, celluosic resin, unsaturated polyester, coating and unsaturated rubber etc., for they provide good light stabilising effect; Also can be used as the raw material of synthetic other benzophenone UV light absorbers.2,4 dihydroxyl benzophenone is mainly used in the synthetic materials, with avoid because of ultraviolet irradiation to the injury that plastics cause, having increases synthetic materials weathering resistance, the effect of increase of service life.
2,4 dihydroxyl benzophenone is the basic compound of Benzophenones UV light absorber, and impurity wherein directly influences quality product, and its purification technique is very important.Present 2; The method of purification of 4-dihydroxy benaophenonel mainly is to adopt toluene, YLENE etc. to make solvent; Use phosphoric acid extraction, atlapulgite removes color, and the crystalline method is separated out in cooling then; And inclined to one side Huang of the product appearance that this method obtains and colour difference, and because the remnants of phosphoric acid cause material to have the raggle-taggle of containing small-particle to exist.2,4 dihydroxyl benzophenone purification mode is means re-crystallization mostly, and mainly adopts the single recrystallization of toluene during recrystallization, and single solvent recrystallization filtered while hot is when removing mechanical impurity, and the easy blocking strainer causes the difficulty in the industry.
Summary of the invention
The purpose of this invention is to provide a kind of UV light absorber 2; The method of purification of 4-dihydroxy benaophenonel; Mainly be to adopt distillation and recrystallization combined purifying; Adopt toluene and methanol mixed solvent recrystallization mode during distillation back material recrystallization, solve in the past single solvent recrystallization products obtained therefrom outward appearance Huang, colour difference and the low problem of content partially.
Technical scheme of the present invention may further comprise the steps: matrass is dropped into 2,4 dihydroxyl benzophenone in (1), heating for dissolving;
(2) open vacuum pump, adjusting vacuum tightness is 1～150pa, after recovered temperature descended, distillation finished, and obtains the 2,4 dihydroxyl benzophenone bullion;
(3) to resulting 2; Add solvent in the 4-dihydroxy benaophenonel bullion, said solvent is that weight ratio is the toluene of 4:1 and the mixed solvent of methyl alcohol, the mixed solvent weight and 2 that is added; The ratio of 4-dihydroxy benaophenonel bullion weight is 3:1～6:1; With the mixing solutions heat tracing that obtains, with 150 ℃～155 ℃ thermal oils as the refrigerant recrystallization of lowering the temperature, oven dry.
The present invention adopts distillation and recrystallization combined purifying, and the underpressure distillation vacuum ranges is that 1PA-150PA is suitable, and this is because 2,4 dihydroxyl benzophenone normal temperature is solid down; 142 ℃ of fusing points, boiling point is that the boiling point under fusing point and the vacuum distilling is more or less the same, when vacuum tightness is high about 160 ℃-200 ℃ under the vacuum distilling; Boiling point is low, and material is taken away, causes yield low; And vacuum is high, and boiling point is just high, and general distillation does not thoroughly cause yield low.It is best that refrigerant adopts 150 ℃-155 ℃ thermal oil during recrystallization, and this is because coolant temperature is too high, and then the material cooling is not thorough, and yield is low; Coolant temperature is low excessively, and then the material easy and crystalline is separated out, thereby blocking pipe causes danger.
Adopt toluene and methanol mixed solvent recrystallization mode when distilling back material recrystallization, the dissolve with methanol 2,4 dihydroxyl benzophenone ability in the mixed solvent is strong; Be not easy blocking filter during filtered while hot; The more important thing is and well to remove variegatedly that make color purer, outward appearance is good.
The invention has the advantages that resulting product content is high, outward appearance and colourity are good; Adopt distillation and recrystallization combined purifying, the processing of need not decolouring, the puzzlement that has solved the easy plugging road of filtered while hot is easy to industrial production.
Embodiment
Below in conjunction with specific embodiment the present invention is made further detailed description:
Embodiment 1:
Get dry there-necked flask, drop into 2,4 dihydroxyl benzophenone bullion 250g, be ready to water distilling apparatus, open vacuum system, vacuum tightness≤80Pa, inspection stopping property.Molten clear when elevated temperature reaches 170 ℃, to open magnetite and stir, vacuum pump distills, and distillation speed expects not to be as the criterion not dash, and continues to heat up up to 250 ℃, and the insulation distillation distillates up to no cut, thinks to distill and finishes.In cut, add the toluene of 1000ml and the methanol mixed solvent of 250ml, temperature rising reflux dissolves clearly under whipped state, is incubated after 30 minutes; Cool to crystallization below 20 ℃ with 150 ℃ thermal oils as refrigerant; The product 232.5g of centrifugal oven dry, yield 93%, purity 99.2%; Product colour is a yellow-green colour, colourity numbers No. 2.
Embodiment 2: get dry there-necked flask, drop into 2,4 dihydroxyl benzophenone bullion 250g, be ready to water distilling apparatus, open vacuum system, vacuum tightness≤80Pa, inspection stopping property.Molten clear when elevated temperature reaches 170 ℃, to open magnetite and stir, vacuum pump distills, and distillation speed expects not to be as the criterion not dash, and continues to heat up up to 250 ℃, and the insulation distillation distillates up to no cut, thinks to distill and finishes.In cut, add the toluene of 800ml and the methanol mixed solvent of 200ml, temperature rising reflux dissolves clearly under whipped state, is incubated after 30 minutes; Cool to crystallization below 20 ℃ with 150 ℃ thermal oils as refrigerant; The product 233.2g of centrifugal oven dry, yield 93.3%, purity 99%; The product colour off-white color, colourity numbers No. 3.
Embodiment 3:
Get dry there-necked flask, drop into 2,4 dihydroxyl benzophenone bullion 250g, be ready to water distilling apparatus, open vacuum system, vacuum tightness≤100Pa, inspection stopping property.Molten clear when elevated temperature reaches 200 ℃, to open magnetite and stir, vacuum pump distills, and distillation speed expects not to be as the criterion not dash, and continues to heat up up to 260 ℃, and the insulation distillation distillates up to no cut, thinks to distill and finishes.In cut, add the toluene of 800ml and the methanol mixed solvent of 200ml, temperature rising reflux dissolves clearly under the restir state, is incubated after 30 minutes; Cool to crystallization below 20 ℃ with 155 ℃ thermal oils as refrigerant; The product 231g of centrifugal oven dry, yield 92.4%, purity 99.5%; The product colour off-white color, colourity numbers No. 3.
Claims (1)
1. the method for purification of a UV light absorber 2,4 dihydroxyl benzophenone comprises the following steps:
(1) 2,4 dihydroxyl benzophenone is dropped into matrass, heating for dissolving;
(2) open vacuum pump, adjusting vacuum tightness is 1～150pa, after recovered temperature descended, distillation finished, and obtains the 2,4 dihydroxyl benzophenone bullion;
(3) to resulting 2; Add solvent in the 4-dihydroxy benaophenonel bullion, said solvent is that weight ratio is the toluene of 4:1 and the mixed solvent of methyl alcohol, the mixed solvent weight and 2 that is added; The ratio of 4-dihydroxy benaophenonel bullion weight is 3:1～6:1; With the mixing solutions heat tracing that obtains, with 150 ℃～155 ℃ thermal oils as the refrigerant recrystallization of lowering the temperature, oven dry.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201210267196.1A CN102786400B (en) | 2012-07-30 | 2012-07-30 | Purification method for ultraviolet absorbent 2,4-dihydroxy benaophenonel |
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| CN201210267196.1A CN102786400B (en) | 2012-07-30 | 2012-07-30 | Purification method for ultraviolet absorbent 2,4-dihydroxy benaophenonel |
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| CN102786400A true CN102786400A (en) | 2012-11-21 |
| CN102786400B CN102786400B (en) | 2015-01-07 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105236793A (en) * | 2015-11-04 | 2016-01-13 | 江苏名和集团有限公司 | Cement-based mortar photosensitive uvioresistant protective agent and preparation method thereof |
| CN113896660A (en) * | 2021-11-30 | 2022-01-07 | 湖北师范大学 | Micro-channel continuous sulfonation synthesis method of ultraviolet absorbent BP-4 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2682559A (en) * | 1951-06-16 | 1954-06-29 | Gen Aniline & Film Corp | Purification of hydroxybenzophenones |
| US3830845A (en) * | 1968-02-01 | 1974-08-20 | Du Pont | Purification of 2,4-dihydroxy-benzophenone |
| CN101161623A (en) * | 2007-11-29 | 2008-04-16 | 辽宁石油化工大学 | Synthesis technique of 2-hydroxy-4-alkoxy benzophenone |
-
2012
- 2012-07-30 CN CN201210267196.1A patent/CN102786400B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2682559A (en) * | 1951-06-16 | 1954-06-29 | Gen Aniline & Film Corp | Purification of hydroxybenzophenones |
| US3830845A (en) * | 1968-02-01 | 1974-08-20 | Du Pont | Purification of 2,4-dihydroxy-benzophenone |
| CN101161623A (en) * | 2007-11-29 | 2008-04-16 | 辽宁石油化工大学 | Synthesis technique of 2-hydroxy-4-alkoxy benzophenone |
Non-Patent Citations (1)
| Title |
|---|
| 邹昇: "二苯甲酮类化合物的提纯", 《合成材料老化与应用》, no. 4, 31 December 1993 (1993-12-31), pages 44 - 49 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105236793A (en) * | 2015-11-04 | 2016-01-13 | 江苏名和集团有限公司 | Cement-based mortar photosensitive uvioresistant protective agent and preparation method thereof |
| CN113896660A (en) * | 2021-11-30 | 2022-01-07 | 湖北师范大学 | Micro-channel continuous sulfonation synthesis method of ultraviolet absorbent BP-4 |
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|---|---|
| CN102786400B (en) | 2015-01-07 |
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