CN109369490A - The synthetic method of tert-butyl hydroperoxide carbonic ester - Google Patents
The synthetic method of tert-butyl hydroperoxide carbonic ester Download PDFInfo
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- CN109369490A CN109369490A CN201811384668.5A CN201811384668A CN109369490A CN 109369490 A CN109369490 A CN 109369490A CN 201811384668 A CN201811384668 A CN 201811384668A CN 109369490 A CN109369490 A CN 109369490A
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- butyl hydroperoxide
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- C07C407/00—Preparation of peroxy compounds
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Abstract
The invention belongs to technical field of chemical synthesis, and in particular to a kind of synthetic method of tert-butyl hydroperoxide carbonic ester.Organic formate esters, tert-butyl hydroperoxide and polyvinyl alcohol compounded amino acid catalyst are added into organic solvent and stirs dehydration synthesizing tertiary butyl peroxycarbonates；The polyvinyl alcohol compounded amino acid catalyst is polymerize to obtain by spherical polyethylene alcohol parent with compound amino acid.The present invention avoids optimizing the synthesis technology of peroxide using expensive chemical raw material carbonochloridic acid ester in peroxide production process, reduces in industrial processes containing chloride waste water/solid discharge of giving up.
Description
Technical field
The invention belongs to technical field of chemical synthesis, and in particular to a kind of synthetic method of tert-butyl hydroperoxide carbonic ester.
Background technique
Tert-butyl hydroperoxide carbonic ester is industrial critically important macromolecular polymerization reaction initiator, especially suitable for poly- third
Olefin(e) acid ester, polyethylene, polyvinyl chloride and polystyrene products.Industrially, tert-butyl hydroperoxide carbonic ester is by tert-butyl mistake
Hydrogen oxide and corresponding carbonochloridic acid ester are made.As t-butylperoxyisopropyl carbonic ester be exactly sodium hydroxide effect under,
Made from hydrogen peroxide is reacted with carbonochloridic acid 2- ethoxy ethyl ester.
CN107311906A discloses a kind of production technology of di-tert-butyl peroxide, hydrogen peroxide and the tert-butyl alcohol and urges in sulfuric acid
The step that reacts under change obtains di-tert-butyl peroxide, shortens the production cycle, reduces energy consumption, reduces Waste Sulfuric Acid
It generates.
CN104557652A discloses a kind of preparation method of tert-butyl peroxide, using the tert-butyl alcohol and hydrogen peroxide as raw material,
Using acid-exchange resin as catalyst, back flow reaction is cooling, and settle and separate obtains oily phase and water phase liquid separation；Oily phase is through alkali
After washing and washing, di-tert-butyl peroxide solution is obtained.
CN101298429A discloses the preparation method of a kind of tert-butyl hydroperoxide and di-tert-butyl peroxide, certain
After sulfuric acid, hydrogen peroxide, the phosphotungstic acid of concentration mix, the tert-butyl alcohol is added in mixed solution, or the tert-butyl alcohol is added in mixed solution
In；0.5~5h is reacted at 20~60 DEG C, reacting coarse product liquid separation obtains oily phase；Oily phase obtains tert-butyl hydroperoxide through rectification under vacuum
With di-tert-butyl peroxide product.
CN107056670A discloses a kind of preparation method of two tertiary base peroxide, is by the tert-butyl alcohol, hydrogen peroxide, catalysis
Agent returns in micro-reaction device in a continuous manner, so that peroxidization occurs for the tert-butyl alcohol and hydrogen peroxide, being made includes two
Then the logistics of tert-butyl peroxide draws the logistics comprising di-tert-butyl peroxide from micro-reaction device, through dividing
From, washing, be dried to obtain di-tert-butyl peroxide.
CN105523982A discloses a kind of preparation method of tert-butyl hydroperoxide, including peroxidization and condensation are instead
It answers, is using the concentrated sulfuric acid as catalyst, with hydrogen peroxide and the tert-butyl alcohol in 10~50 DEG C of 0.5~4h of reaction, reacting coarse product has
Machine is mutually intermediate product tert-butyl hydroperoxide and by-product di-tert-butyl peroxide, removes by-product two using at salt technology
Tert-butyl peroxide；It is above-mentioned it is inorganic be added to carbonochloridic acid -2- ethylhexyl, sodium hydroxide solution is catalyst, 10
~50 DEG C of 1.0~6h of reaction, obtain the peroxidating -2- ethylhexyl carbonate tert-butyl ester.
CN105237453A discloses a kind of side for making catalyst preparation methyl ethyl ketone peroxide using acid-exchange resin
Method is to make catalyst using butanone and hydrogen peroxide as raw material with acid-exchange resin, is dilution with dibutyl phthalate
Agent, after constant temperature is stirred to react, settle and separate, gained oil is mutually methyl ethyl ketone peroxide.
CN1871358A discloses a kind of method by biomass production hydro carbons and oxygenatedchemicals, the carbon for plant origin
Hydrate fermenting substrate is to produce C1~C5Alcohols and synthesis higher carbon alcohols and other oxygenatedchemicals.Synthesis material is
Biogas obtained and C2~C5Alcohols, wherein the leucine optionally acted on from yeast autolysis, isoleucine and valine or
The amino acid of its mixture is used as biocatalyst in fermentation stage.
It can be seen that it is expensive chemical raw material that the shortcomings that above-mentioned synthetic method, which is carbonochloridic acid ester itself,；In addition, using
Carbonochloridic acid ester will lead to form hydrogen chloride by-product, and this by-product is a kind of corrosive substance；Moreover, using carbonochloridic acid
Ester is that raw material environmental issue can also occur in chloride waste water/solid form of giving up.
Summary of the invention
It is scientific and reasonable the object of the present invention is to provide a kind of synthetic method of tert-butyl hydroperoxide carbonic ester, it is simple and easy,
It avoids using expensive chemical raw material carbonochloridic acid ester, environment protecting is good.
The synthetic method of tert-butyl hydroperoxide carbonic ester of the present invention, steps are as follows:
Organic formate esters, tert-butyl hydroperoxide and polyvinyl alcohol compounded amino acid catalyst are added into organic solvent to stir
Mix dehydration synthesizing tertiary butyl peroxycarbonates；
The polyvinyl alcohol compounded amino acid catalyst is polymerize to obtain by spherical polyethylene alcohol parent with compound amino acid.
The spherical polyethylene alcohol parent is by obtaining after polyvinyl alcohol and cross-linking agents.
The polyvinyl alcohol trade mark is more, it is domestic generally have 0588,0599,1788,1799,2088,2099,2488,
2499 equal products, generally select the products such as 0588,0599,1788,1799,2088,2099,2488,2499, it is preferable to use
1788, the products such as 1799,2088,2099, more preferable 2088 polyvinyl alcohol product.
The crosslinking agent is one or more of glutaraldehyde, terephthalic aldehyde or formaldehyde.Since glutaraldehyde is as crosslinking
Agent is fast with crosslinking rate, cross-linked network is big, low toxin, so the preferred glutaraldehyde as cross linker of the present invention.
The compound amino acid is cysteine, phenylalanine, alanine, methionine, glycine, glutamic acid, paddy ammonia
Amide, arginine, lysine, tyrosine, leucine, L-aminobutanedioic acid, asparagine, proline, tryptophan, serine, Soviet Union's ammonia
Two or more in acid, valine, isoleucine or histidine；Preferred compound amino acid is cysteine, paddy ammonia
Two or more in acid, arginine, L-aminobutanedioic acid, proline, glycine, tyrosine, histidine or serine.
The preferred compound amino acid of the present invention is the mixed of cysteine, glutamic acid, arginine, L-aminobutanedioic acid and proline
Close object.
The preferred compound amino acid of the present invention is the mixing of cysteine, glycine, tyrosine, proline and histidine
Object.
The preferred compound amino acid of the present invention is the mixing of cysteine, glutamic acid, arginine, serine and histidine
Object.
The additive amount of the polyvinyl alcohol compounded amino acid catalyst is the 1~100% of tert-butyl hydroperoxide quality.
The additive amount of polyvinyl alcohol compounded amino acid catalyst depends on known to the technical staff of peroxide reactions field
Several factors, including the reactivity between tert-butyl hydroperoxide and organic formate esters；When reaction condition such as temperature and reaction
Between and mixing speed etc..In the present invention, using the quality of the tert-butyl hydroperoxide of addition as radix, polyvinyl alcohol is multiple
The preferred ratio of additive amount for closing amino acid catalyst is between 5% to 50% quality, more preferably 15% to 25% it
Between.
Specific preparation process is as follows for the polyvinyl alcohol compounded amino acid catalyst:
(1) polyvinyl alcohol is dissolved in distilled water, in 100 DEG C of stirred in water bath 5h, is cooled to room temperature, crosslinking agent is added,
Raw material first is obtained after stirring；
(2) it takes surfactant span80 to be added in hexamethylene, obtains raw material second after mixing evenly；
(3) raw material first is added in there-necked flask, hydrochloric acid solution is added, after mixing evenly, raw material second is added, control is stirred
Speed is mixed in 400~600r/min, reacts 4h at room temperature, is then slowly warming up to 70 DEG C of reaction 4h, after cooling, filtering,
Washing obtains spherical polyethylene alcohol parent, spare.
(4) dimethyl sulfoxide and spherical polyethylene alcohol parent are added in there-necked flask, adds compound amino acid, mixes
Afterwards, 8h is stirred to react under 90~110 DEG C of constant temperature, it is cooling, filter, with ethanol washing twice, obtain that there is catalysis to live after dry
The spherical polyethylene alcohol compounded amino acid catalyst of property group.
Polyvinyl alcohol compounded amino acid catalyst of the present invention is, using crosslinking agent, to pass through reverse phase using polyvinyl alcohol as raw material
Polymerization obtains spherical polyethylene alcohol, and it is reacted with compound amino acid, and it is poly- to obtain the spherical shape with catalytic action of the invention
Vinyl alcohol compounded amino acid catalyst.
The organic solvent is petroleum ether or pentane.
The structural formula of the organic formate esters is R-O-C (=O)-OH, wherein R group is linear chain or branched chain or has
The C of aromatic rings1~C16Group.R group can be but not limited to, methyl, ethyl, propyl, butyl, isobutyl group, tert-butyl, and penta
Base, isopentyl, tertiary pentyl, cyclopenta, cyclohexyl, phenyl, benzyl, phenethyl, phenylpropyl, iso-octyl, undecyl, 12
Alkyl, tridecyl, myristyl, pentadecyl, cetyl etc..
The molar ratio of the tert-butyl hydroperoxide and organic formate esters is 1:10~5:1.
Generally for improving reaction product yield, tert-butyl hydroperoxide and organic formate esters can in a wider range
Molar ratio is reacted.Preferred hydrogen peroxide is that 1:2 is reacted with the molar ratio of organic formate esters in the method for the present invention.
The reaction temperature be -20~120 DEG C, the reaction time be 1~for 24 hours.
According to the method for the present invention, peroxide reactions can be reacted in wider temperature range.Usual situation
Lower reaction temperature control is between -20 DEG C to 120 DEG C, preferably 0 DEG C to 60 DEG C, more preferably 20 DEG C to 40 DEG C.Generally according to
The physicochemical properties of product itself, are varied reaction temperature.The preferred reaction time is 4~8h.
The dehydration is to strip by azeotropic distillation, molecular distillation, with dry air or carried out with inert gas stripping
Dehydration.
In the chemical reaction for generating tert-butyl hydroperoxide carbonic ester by tert-butyl hydroperoxide and organic formate esters reaction
Cheng Zhong has reaction water generation.The reaction water will be removed from reaction mixture in time, such as be steamed by azeotropic distillation, molecule
It evaporates, be dehydrated with dry air or inert gas such as nitrogen stripping；The preferred azeotropic distillation of the present invention, dry air or inert gas are such as
Nitrogen stripping；More preferable azeotropic distillation removes reaction water.
Azeotropic distillation removal reaction water solvent for use have benzene,toluene,xylene, ethylbenzene, butane, pentane, hexane, heptane,
Isoheptane, octane, isooctane, pentamethylene, hexamethylene, methyl cyclopentane, hexahydrotoluene, petroleum ether or light petrol；It is preferred that molten
Agent toluene, dimethylbenzene, pentane, hexane, pentamethylene, hexamethylene, petroleum ether or light petrol；More preferable solvent is pentane or petroleum
Ether.
The present invention is by making organic formate esters and tert-butyl hydroperoxide in polyvinyl alcohol compounded amino acid catalyst
With the lower method for preparing tert-butyl hydroperoxide carbonic ester.Tert-butyl hydroperoxide carbonic ester such as t-butylperoxyisopropyl carbonic acid
Ester, tert-butyl hydroperoxide -2- ethylhexyl carbonate etc..
Document " synthesis, structure and the chelating huge sum of money function of dominant of the cross-linking polyvinyl alcohol of epoxidation containing amino acid " (Zhejiang industry
College journal, 2009,37 (5): 515-519) a kind of high-molecular polyvinyl alcohol chelating agent containing amino acid is described, as one
The chelating agent of hazardous solid waste of the kind processing containing heavy metal uses.The present invention is applied for the first time catalyzing and synthesizing peroxide field
Polyvinyl alcohol compounded amino acid catalyst has novelty.
The present invention is compared with the polyvinyl alcohol containing amino acid of existing literature, although being all the poly- second containing amino acid
Enol, but the chemical structure of the two is completely different.Document " synthesis of the cross-linking polyvinyl alcohol of epoxidation containing amino acid,
Structure and chelating the huge sum of money function of dominant " high-molecular polyvinyl alcohol chelating agent be by epoxychloropropane polyvinyl alcohol and amino acid
It links together, the present invention is by esterification, amino acid and the polyethylene between amino acid and the hydroxyl of polyvinyl alcohol
Etherified reaction and the hydrogen-oxygen between amino acid and polyvinyl alcohol are keyed together, are completely different in chemical structure
Sample.
Use the polyethylene ball for containing specific combination amino acid as the synthetic catalyst of peroxide be the present invention for the first time
It was found that, there is novelty.Compared with amino acid or ispol, of the invention combination amino acid and polyvinyl alcohol
In conjunction with, it is the key that the polyethylene ball containing specific combination amino acid has catalytic action, the combination of preferred several amino acid,
In distinctive space, amino, carboxyl, hydroxyl and the sulfydryl contained in catalyst spheres has played concerted catalysis effect, catalysis
Peroxide synthesis.
Beneficial effects of the present invention are as follows:
The present invention avoids optimizing using expensive chemical raw material carbonochloridic acid ester in peroxide production process
The synthesis technology of oxide reduces in industrial processes containing chloride waste water/solid discharge of giving up.
Specific embodiment
The present invention is described further with reference to embodiments.
Cysteine, glutamic acid, arginine, L-aminobutanedioic acid and each portion of proline five amino acid, are mixed to get compound
Amino acid A.
Cysteine, glycine, tyrosine, proline and each portion of histidine five amino acid, are mixed to get compound ammonia
Base acid B.
Cysteine, glutamic acid, arginine, serine and each portion of histidine five amino acid, are mixed to get compound ammonia
Base acid C.
Polyvinyl alcohol compounded amino acid catalyst synthesizes by the following method:
(1) 10g polyvinyl alcohol (2088) is dissolved in 200ml distilled water, in 100 DEG C of stirred in water bath 5h, is cooled to room
Temperature is added 2.1ml glutaraldehyde solution (50%), raw material first is obtained after stirring；
(2) it takes 4g surfactant span80 to be added in 600ml hexamethylene, obtains raw material second after mixing evenly；
(3) raw material first is added in the there-necked flask of 2000ml, is added 14ml hydrochloric acid solution (0.1mol/L), stirs evenly
Afterwards, raw material second is added, controls mixing speed in 400~600r/min, reacts 4h at room temperature, be then slowly warming up to 70 DEG C
Reaction 4h is filtered, washed to obtain spherical polyethylene alcohol after cooling, spare.
(4) 200ml dimethyl sulfoxide and 10g spherical polyethylene alcohol are added in 500mL there-necked flask, the compound ammonia of 5.1g is added
Base acid A after mixing, is stirred to react 8h under 90~110 DEG C of constant temperature, cooling, filter, with ethanol washing twice, obtained after dry
Spherical polyethylene alcohol compounded amino acid catalyst A with catalytic activity group.
(5) 200ml dimethyl sulfoxide and 10g spherical polyethylene alcohol are added in 500mL there-necked flask, the compound ammonia of 4.8g is added
Base acid B after mixing, is stirred to react 8h under 90~110 DEG C of constant temperature, cooling, filter, with ethanol washing twice, obtained after dry
Spherical polyethylene alcohol compounded amino acid catalyst B with catalytic activity group.
(6) 100ml dimethyl sulfoxide and 10g spherical polyethylene alcohol are added in 500mL there-necked flask, the compound ammonia of 5.2g is added
Base acid C after mixing, is stirred to react 8h under 90~110 DEG C of constant temperature, cooling, filter, with ethanol washing twice, obtained after dry
Spherical polyethylene alcohol compounded amino acid catalyst C with catalytic activity group.
Embodiment 1
It in 500ml there-necked flask, is added 200 milliliters of petroleum ether (60~90 DEG C), the tert-butyl mistake that purity is 70% is added
Isopropyl formic acid 30g is added in hydrogen oxide 44g, and 6g spherical polyethylene alcohol compound amino acid A is added.It is stirred to react mixture and adds
Heat is to 70~80 DEG C of reflux temperature.It is after azeotropic distillation, distillate is cooling, reaction water is removed in water segregator.Isolate petroleum
Ether is simultaneously returned in reaction vessel.After reacting 4h, shown by gas chromatographic analysis, t-butylperoxyisopropyl carbon
Acid ester product yield is 91.2%.
Embodiment 2
In 500ml there-necked flask, 200 milliliters of pentane are added, the tert-butyl hydroperoxide 44g that purity is 70% is added, adds
Enter isopropyl formic acid 30g, 2g spherical polyethylene alcohol compound amino acid B is added.It is stirred to react mixture and is heated to reflux temperature
70~80 DEG C.It is after azeotropic distillation, distillate is cooling, reaction water is removed in water segregator.It isolates pentane and returns it again
It returns in reaction vessel.After reacting 4h, shown by gas chromatographic analysis, t-butylperoxyisopropyl carbonic ester product yield is
84.9%.
Embodiment 3
In 500ml there-necked flask, 200 milliliters of pentane are added, the tert-butyl hydroperoxide 44g that purity is 70% is added, adds
Enter isopropyl formic acid 30g, 4g spherical polyethylene alcohol compound amino acid C is added.It is stirred to react mixture and is heated to reflux temperature
70~80 DEG C.It is after azeotropic distillation, distillate is cooling, reaction water is removed in water segregator.It isolates pentane and returns it again
It returns in reaction vessel.After reacting 4h, shown by gas chromatographic analysis, t-butylperoxyisopropyl carbonic ester product yield is
88.2%.
Embodiment 4
In 500ml there-necked flask, 200 milliliters of pentane are added, the tert-butyl hydroperoxide 40g that purity is 70% is added, adds
Enter 2- ethylhexyl carbonate 54g, 4g spherical polyethylene alcohol compound amino acid A is added.It is stirred to react mixture and is heated to flowing back
70~80 DEG C of temperature.It is after azeotropic distillation, distillate is cooling, reaction water is removed in water segregator.Isolate pentane and its is heavy
It is new to return in reaction vessel.After reacting 4h, shown by gas chromatographic analysis, tert-butyl hydroperoxide -2- ethylhexyl carbonate
Product yield is 90.6%.
Embodiment 5
In 500ml there-necked flask, 200 milliliters of pentane are added, the tert-butyl hydroperoxide 40g that purity is 70% is added, adds
Enter 2- ethylhexyl carbonate 54g, 8g spherical polyethylene alcohol compound amino acid B is added.It is stirred to react mixture and is heated to flowing back
70~80 DEG C of temperature.It is after azeotropic distillation, distillate is cooling, reaction water is removed in water segregator.Isolate pentane and its is heavy
It is new to return in reaction vessel.After reacting 4h, shown by gas chromatographic analysis, tert-butyl hydroperoxide -2- ethylhexyl carbonate
Product yield is 94.3%.
Embodiment 6
In 500ml there-necked flask, 200 milliliters of pentane are added, the tert-butyl hydroperoxide 40g that purity is 70% is added, adds
Enter 2- ethylhexyl carbonate 54g, 2g spherical polyethylene alcohol compound amino acid C is added.It is stirred to react mixture and is heated to flowing back
70~80 DEG C of temperature.It is after azeotropic distillation, distillate is cooling, reaction water is removed in water segregator.Isolate pentane and its is heavy
It is new to return in reaction vessel.After reacting 4h, shown by gas chromatographic analysis, tert-butyl hydroperoxide -2- ethylhexyl carbonate
Product yield is 66.2%.
Comparative example 1
In 500ml there-necked flask, the sodium hydroxide solution 100g that content is 25% is added, stirring is cooled to 5 DEG C；It is added dropwise pure
The hydrogen peroxide 40g that degree is 27.5% reacts 30 minutes, and temperature is controlled at 0~30 DEG C；After stirring evenly slowly into there-necked flask
It is 62% carbonochloridic acid 2- ethoxy ethyl ester and solvent naphtha mixed solution 150g that concentration, which is added dropwise, and reaction temperature is controlled 10~30
DEG C, it added within the used time 1.5 hours, is stirred to react 30 minutes after adding carbonochloridic acid 2- ethoxy ethyl ester solution；Stop after reaction
It only stirs, stands 40 minutes, reaction mother liquor is separated, reaction product is washed until pH value is 5~7；Obtain content
For bis- (2- ethyoxyl) the ethyl ester 130.6g of 55.6% dicetyl peroxydicarbonate, yield 83%.
Claims (10)
1. a kind of synthetic method of tert-butyl hydroperoxide carbonic ester, it is characterised in that steps are as follows:
It is de- that organic formate esters, tert-butyl hydroperoxide and the stirring of polyvinyl alcohol compounded amino acid catalyst are added into organic solvent
Water reacts synthesizing tertiary butyl peroxycarbonates；
The polyvinyl alcohol compounded amino acid catalyst is polymerize to obtain by spherical polyethylene alcohol parent with compound amino acid.
2. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 1, it is characterised in that the spherical shape is poly-
Vinyl alcohol parent is by obtaining after polyvinyl alcohol and cross-linking agents.
3. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 2, it is characterised in that the crosslinking agent
For one or more of glutaraldehyde, terephthalic aldehyde or formaldehyde.
4. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 1, it is characterised in that the compound ammonia
Base acid is cysteine, phenylalanine, alanine, methionine, glycine, glutamic acid, glutamine, arginine, lysine, junket
Propylhomoserin, leucine, L-aminobutanedioic acid, asparagine, proline, tryptophan, serine, threonine, valine, isoleucine or group
Two or more in propylhomoserin.
5. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 1, it is characterised in that the polyethylene
The additive amount of alcohol compounded amino acid catalyst is the 1~100% of tert-butyl hydroperoxide quality.
6. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 1, it is characterised in that described is organic molten
Agent is petroleum ether or pentane.
7. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 1, it is characterised in that organic first
The structural formula of acid esters is R-O-C (=O)-OH, wherein R group is linear chain or branched chain or the C with aromatic rings1~C16Group.
8. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 1, it is characterised in that the tert-butyl
The molar ratio of hydrogen peroxide and organic formate esters is 1:10~5:1.
9. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 1, it is characterised in that the reaction temperature
Degree be -20~120 DEG C, the reaction time be 1~for 24 hours.
10. the synthetic method of tert-butyl hydroperoxide carbonic ester according to claim 1, it is characterised in that the dehydration is
It strips by azeotropic distillation, molecular distillation, with dry air or is dehydrated with inert gas stripping.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112624948A (en) * | 2020-12-25 | 2021-04-09 | 淄博正华助剂股份有限公司 | Method for synthesizing peroxycarboxylic acid alkyl ester by using titanium-silicon molecular sieve composite catalyst |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08143543A (en) * | 1994-11-21 | 1996-06-04 | Nippon Oil & Fats Co Ltd | Production of tertiary butyl peroxy compound |
| CN101287704A (en) * | 2005-10-14 | 2008-10-15 | 埃尔费尔德微技术Bts有限责任公司 | Method for the production of organic peroxides by means of a microreaction technique |
| CN101479239A (en) * | 2006-04-27 | 2009-07-08 | 阿克马法国公司 | Process for synthesizing selected organic peroxides |
-
2018
- 2018-11-20 CN CN201811384668.5A patent/CN109369490B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08143543A (en) * | 1994-11-21 | 1996-06-04 | Nippon Oil & Fats Co Ltd | Production of tertiary butyl peroxy compound |
| CN101287704A (en) * | 2005-10-14 | 2008-10-15 | 埃尔费尔德微技术Bts有限责任公司 | Method for the production of organic peroxides by means of a microreaction technique |
| CN101479239A (en) * | 2006-04-27 | 2009-07-08 | 阿克马法国公司 | Process for synthesizing selected organic peroxides |
Non-Patent Citations (1)
| Title |
|---|
| 金漫彤等: "含氨基酸交联聚乙烯醇的制备及对铅离子的捕集性能", 《高分子材料科学与工程》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112624948A (en) * | 2020-12-25 | 2021-04-09 | 淄博正华助剂股份有限公司 | Method for synthesizing peroxycarboxylic acid alkyl ester by using titanium-silicon molecular sieve composite catalyst |
| CN112624948B (en) * | 2020-12-25 | 2023-01-31 | 淄博正华助剂股份有限公司 | Method for synthesizing peroxycarboxylic acid alkyl ester by using titanium-silicon molecular sieve composite catalyst |
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