CN102786400B - 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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- CN102786400B CN102786400B CN201210267196.1A CN201210267196A CN102786400B CN 102786400 B CN102786400 B CN 102786400B CN 201210267196 A CN201210267196 A CN 201210267196A CN 102786400 B CN102786400 B CN 102786400B
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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 photostabilizer production field.
Background technology
2,4 dihydroxyl benzophenone, be called for short BP-1, molecular formula is C
13h
10o
3, molecular weight is 214.22, in faint yellow needle crystal or white powder under room temperature.Can be used as UV light absorber, in genus, UVA absorber, maximum absorption wavelength scope 280-340nm; Also can be used for plastics, paint etc. as photostabilizer, as the photostabilizer for polyvinyl chloride, polystyrene, epoxy resin, celluosic resin, unsaturated polyester, coating and unsaturated rubber etc., for they providing good light stabilising effect; Also can be used as the raw material of other benzophenone ultraviolet absorption agents of synthesis.2,4 dihydroxyl benzophenone is mainly used in synthetic materials, to avoid the injury because ultraviolet irradiation causes plastics, has and 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 affects quality product, and its purification technique is very important.Current 2, the method of purification of 4-dihydroxy benaophenonel mainly adopts toluene, dimethylbenzene etc. to make solvent, with phosphoric acid extraction, atlapulgite is except color, then to lower the temperature the method for crystallize out, and the product appearance that the method obtains is partially yellow and colour difference, and exist containing variegated small-particle because the remnants of phosphoric acid cause material to have.2,4 dihydroxyl benzophenone purification mode is mostly means re-crystallization, and mainly adopts toluene single recrystallization during recrystallization, and during single solvent recrystallization filtered while hot removing mechanical impurity, easy blocking filter, causes industrial difficulty.
Summary of the invention
The object of this invention is to provide a kind of UV light absorber 2, the method of purification of 4-dihydroxy benaophenonel, mainly adopt distillation and recrystallization combined purifying, adopt toluene and methanol mixed solvent means re-crystallization during material recrystallization after distillation, solve the single solvent recrystallization products obtained therefrom outward appearance problem that Huang, colour difference and content are low partially in the past.
Technical scheme of the present invention comprises the following steps: 2,4 dihydroxyl benzophenone is dropped into matrass by (1), heating for dissolving;
(2) open vacuum pump, adjustment vacuum tightness is 1 ~ 150pa, and recovered temperature is distilled complete, obtained 2,4 dihydroxyl benzophenone crude product after declining;
(3) to obtained 2, solvent is added in 4-dihydroxy benaophenonel crude product, described solvent is weight ratio is the toluene of 4:1 and the mixed solvent of methyl alcohol, the mixed solvent weight added and 2, the ratio of 4-dihydroxy benaophenonel crude product weight is 3:1 ~ 6:1, by the mixing solutions heating and thermal insulation obtained, to lower the temperature recrystallization as refrigerant with the thermal oils of 150 DEG C ~ 155 DEG C, dry.
The present invention adopts distillation and recrystallization combined purifying, and underpressure distillation vacuum ranges is 1PA-150PA is suitable, and this is due to 2, be solid under 4-dihydroxy benaophenonel normal temperature, fusing point 142 DEG C, under vacuum distilling, boiling point is 160 DEG C about-200 DEG C, boiling point under fusing point and vacuum distilling is more or less the same, during vacuum tightness height, boiling point is low, easily makes material take away, cause yield low, and vacuum is high, boiling point is just high, and general distillation does not thoroughly cause yield low.During recrystallization, refrigerant adopts the thermal oil of 150 DEG C-155 DEG C best, and this is because coolant temperature is too high, then material cooling is not thorough, and yield is low; Coolant temperature is too low, then the easy crystallization of material, thus blocking pipe, cause danger.
Adopt toluene and methanol mixed solvent means re-crystallization during material recrystallization after distillation, the dissolve with methanol 2,4 dihydroxyl benzophenone ability in mixed solvent is strong, blocking filter is not easy during filtered while hot, the more important thing is and can well remove variegated, make color purer, outward appearance is good.
The invention has the advantages that obtained product content is high, outward appearance and colourity good; Adopt distillation and recrystallization combined purifying, without desolventing technology, solve the puzzlement of the easy blocked pipeline of filtered while hot, be easy to industrial production.
Embodiment
Below in conjunction with specific embodiment, the present invention is described in further detail:
Embodiment 1:
Get dry there-necked flask, drop into 2,4 dihydroxyl benzophenone crude product 250g, get out water distilling apparatus, open vacuum system, vacuum tightness≤80Pa, check stopping property.Clearly molten when raised temperature reaches 170 DEG C, open magnetite and stir, vacuum pump distills, and distillation speed is as the criterion not rush material, continues to heat up until 250 DEG C, insulation distillation, until distillate without cut, thinks that distillation terminates.The toluene of 1000ml and the methanol mixed solvent of 250ml is added in cut, under whipped state, temperature rising reflux is clearly molten, be incubated after 30 minutes, less than 20 DEG C crystallizations are cooled to as refrigerant with the thermal oils of 150 DEG C, the product 232.5g of centrifugal oven dry, yield 93%, purity 99.2%, product colour is yellow-green colour, colourity numbers No. 2.
Embodiment 2: get dry there-necked flask, drops into 2,4 dihydroxyl benzophenone crude product 250g, gets out water distilling apparatus, open vacuum system, vacuum tightness≤80Pa, check stopping property.Clearly molten when raised temperature reaches 170 DEG C, open magnetite and stir, vacuum pump distills, and distillation speed is as the criterion not rush material, continues to heat up until 250 DEG C, insulation distillation, until distillate without cut, thinks that distillation terminates.The toluene of 800ml and the methanol mixed solvent of 200ml is added in cut, under whipped state, temperature rising reflux is clearly molten, be incubated after 30 minutes, less than 20 DEG C crystallizations are cooled to as refrigerant with the thermal oils of 150 DEG C, the product 233.2g of centrifugal oven dry, yield 93.3%, purity 99%, product colour off-white color, colourity numbers No. 3.
Embodiment 3:
Get dry there-necked flask, drop into 2,4 dihydroxyl benzophenone crude product 250g, get out water distilling apparatus, open vacuum system, vacuum tightness≤100Pa, check stopping property.Clearly molten when raised temperature reaches 200 DEG C, open magnetite and stir, vacuum pump distills, and distillation speed is as the criterion not rush material, continues to heat up until 260 DEG C, insulation distillation, until distillate without cut, thinks that distillation terminates.The toluene of 800ml and the methanol mixed solvent of 200ml is added in cut, under whipped state, temperature rising reflux is clearly molten again, be incubated after 30 minutes, less than 20 DEG C crystallizations are cooled to as refrigerant with the thermal oils of 155 DEG C, the product 231g of centrifugal oven dry, yield 92.4%, purity 99.5%, product colour off-white color, colourity numbers No. 3.
Claims (1)
1. a method of purification for UV light absorber 2,4 dihydroxyl benzophenone, comprises the following steps:
(1) 2,4 dihydroxyl benzophenone is dropped into matrass, be heated to 170 DEG C of dissolvings;
(2) open vacuum pump, adjustment vacuum tightness is 1 ~ 80pa, continues to heat up until 250 DEG C, insulation distillation, and recovered temperature is distilled complete, obtained 2,4 dihydroxyl benzophenone crude product after declining;
(3) to obtained 2, solvent is added in 4-dihydroxy benaophenonel crude product, described solvent is weight ratio is the toluene of 4:1 and the mixed solvent of methyl alcohol, the mixed solvent weight added and 2, the ratio of 4-dihydroxy benaophenonel crude product weight is 3:1 ~ 6:1, by the mixing solutions heating and thermal insulation that obtains 30 minutes, cool to less than 20 DEG C recrystallizations with the thermal oils of 150 DEG C ~ 155 DEG C as refrigerant, dry.
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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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| CN102786400B true CN102786400B (en) | 2015-01-07 |
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| 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 |
|---|
| 二苯甲酮类化合物的提纯;邹昇;《合成材料老化与应用》;19931231(第4期);第44-49页 * |
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