CN103864579A - Synthesis process for TBHQ (Tertiary Butyl Hydroquinone) crude product - Google Patents
Synthesis process for TBHQ (Tertiary Butyl Hydroquinone) crude product Download PDFInfo
- Publication number
- CN103864579A CN103864579A CN201410135712.4A CN201410135712A CN103864579A CN 103864579 A CN103864579 A CN 103864579A CN 201410135712 A CN201410135712 A CN 201410135712A CN 103864579 A CN103864579 A CN 103864579A
- Authority
- CN
- China
- Prior art keywords
- tbhq
- crude product
- synthesis technique
- weight
- tbhq crude
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by condensation involving hydroxy groups of phenols or alcohols or the ether or mineral ester group derived therefrom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a synthesis process for a TBHQ (Tertiary Butyl Hydroquinone) crude product. The synthetic process comprises the following steps: 1) pouring 2-4 parts by weight of phosphoric acid and 0.1-0.4 parts by weight of water into a stirring cylinder, then adding 5-7 parts by weight of hydroquinone, and stirring; 2) putting the stirred mixture solution into a reaction kettle, heating to 55-65DEG C, and then feeding 7-9 parts by weight of tert-butyl alcohol into the reaction kettle; 3) after heating to 75-85DEG C, and insulating for two to three hours for reaction; 4) performing centrifugal separation, washing and dehydration on a reaction product, to obtain the TBHQ crude product. According to the preparation process for the TBHQ crude product, water instead of methylbenzene is adopted as a solvent, so that the pollution is less, the raw material utilization ratio is high, and the purity of the obtained TBHQ crude product is higher.
Description
Technical field
The present invention relates to the production technical field of a kind of TBHQ, relate in particular to a kind of synthesis technique of TBHQ crude product.
Background technology
In storage, transportation, usually there is deterioration by oxidation phenomenon in grease and rich fat prod.After oxidation, product generation look becomes, and produces peculiar smell, and destroys nutritive ingredient wherein, produces objectionable impurities simultaneously, seriously reduces product grade.In order to stop or delay the generation of these situations, common way is to add therein antioxidative components.Through FAO/WHO accreditation, the synthetic oxidation inhibitor that existing permission is used as food mainly contains BHT, BHA, PG, TBHQ etc.Wherein BHT is inexpensive, but toxicity is large; BHA is also found to exist carcinogenic possibility in recent years, and many countries have started forbidding; Though PG toxicity is little, and main raw material is from natural, and potentially danger is also smaller, and easily the metal ion with product in is combined and is manifested color, thus the former colour generation of destruction product.There is not the defect of above-mentioned kind in TBHQ, its security is evaluated by FAO, WHO, belongs to safe A(I) class [2], and also TBHQ has a special efficacy to vegetative grease is anti-oxidant, also have good antibacterium, mould, saccharomycetic ability simultaneously concurrently, belong to the edible oxidation inhibitor of new high-efficiency.
TBHQ is the product being obtained through alkylated reaction by Resorcinol and alkylating agent.At present, there is enterprise to adopt toluene as the synthetic TBHQ of solvent, in the TBHQ crude product that this method makes, the purity of TBHQ is high, but owing to adopting toluene to make solvent in building-up process, so inevitably have Residual Toluene in the TBHQ product obtaining, this product is being placed the problem that there will be blackout or stain after certain hour, and in building-up process and after completing residual toluene according to the regulation of environment protection, can not in water, arrange, can cause the pollution of soil, can only in air, arrange by evaporation, like this producers of a line be caused to infliction of body; In addition, in the TBHQ crude product that employing toluene method makes, except TBHQ, also have some using industrial solid wastes that cannot recycle, raw material availability is low, but also needs to consider control useless problem, expends financial resources and manpower.
As can be seen here, how prior art is improved, a kind of preparation technology of TBHQ crude product is provided, can, in the situation that avoiding environment, make the TBHQ crude product of higher degree, and raw material availability be high, this is this area technical issues that need to address.
Summary of the invention
In order to solve above-mentioned the deficiencies in the prior art, the object of the invention is to, a kind of synthesis technique of TBHQ crude product is provided, can, in the situation that avoiding environment, make the TBHQ crude product of higher degree, and raw material availability be high.
For solving above technical problem, technical scheme of the present invention is:
A synthesis technique for TBHQ crude product, comprises the steps:
1) water of the phosphoric acid of 2 – 4 weight parts, 0.1 – 0.4 weight part is poured in a mixing bowl, then added the Resorcinol of 5 – 7 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 55 DEG C～65 DEG C, then add the trimethyl carbinol of 7 – 9 weight parts to reactor;
3) be warming up to after 75 DEG C～85 DEG C, be incubated and react for 2～3 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
Preferably, the stirring velocity in step 1) is 55-65 rev/min.
Preferably, the stirring velocity in step 1) is 57-63 rev/min.
Preferably, the stirring velocity in step 1) is 58-62 rev/min.
Preferably, step 2) in Heating temperature be 58 DEG C～62 DEG C.
Preferably, step 2) in Heating temperature be 59 DEG C～61 DEG C.
Preferably, continuing in step 3) is heated to after 78 DEG C～82 DEG C, is incubated and reacts for 2～3 hours.
Preferably, continuing in step 3) is heated to after 79 DEG C～81 DEG C, is incubated and reacts for 2～3 hours.
Compared with prior art, the synthesis technique of TBHQ crude product of the present invention, owing to adopting water as solvent, abandon the method that prior art adopts toluene, again by the selection to raw material and the proportioning to raw material and operational path, processing parameter carries out rationally effectively arranging, thereby in the TBHQ crude product obtaining, contain the TBHQ that accounts for more than 99.3% and a small amount of DTBHQ, because TBHQ is water-soluble, and DTBHQ is water insoluble, thereby the TBHQ crude product obtaining is carried out to water extraction separation, TBHQ can be separated with DTBHQ, just can obtain easily the TBHQ fine work without Residual Toluene, and the DTBHQ obtaining is not using industrial solid waste yet simultaneously, it can be used as antiaging agent and be used in rubber industry, thereby, the synthesis technique of TBHQ crude product of the present invention, raw material availability is high.The synthesis technique of TBHQ crude product of the present invention is owing to not adopting toluene as solvent, thereby the waste water producing can be after processing water row, so pollute littlely, can not cause health harm to line producers, and in the TBHQ product obtaining without Residual Toluene, long-term placement can not produce stain.
Embodiment
For making technical scheme of the present invention clearer, below in conjunction with coming by specific embodiment, the present invention is described in detail.
The present invention abandons the toluene of prior art as the method for solvent, adopts water as solvent, and its synthesis technique comprises the steps:
1) water of the phosphoric acid of 2 – 4 weight parts, 0.1 – 0.4 weight part is poured in a mixing bowl, then added the Resorcinol of 5 – 7 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 55 DEG C～65 DEG C, then add the trimethyl carbinol of 7 – 9 weight parts to reactor;
3) be warming up to after 75 DEG C～85 DEG C, be incubated and react for 2～3 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
Wherein, Resorcinol is major ingredient, the trimethyl carbinol promotes that Resorcinol changes into TBHQ, and the addition of the trimethyl carbinol is too many, by product DTBHQ increases, and the addition of trimethyl carbinol words very little, have unreacted Resorcinol residual, the present invention, by rationally controlling each composition of raw materials amount, can make by product DTBHQ relatively less, and unreacted Resorcinol is residual few.
Embodiment mono-
The synthesis technique of the TBHQ crude product of the present embodiment, comprises the steps:
1) water of the phosphoric acid of 3 weight parts, 0.2 weight part is poured in a mixing bowl, then added the Resorcinol of 7 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 55 DEG C, then add the trimethyl carbinol of 8 weight parts to reactor;
3) be warming up to after 75 DEG C, be incubated and react for 3 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
The TBHQ crude product that detection obtains, the weight percent that wherein weight percent of TBHQ is 99.3%, DTBHQ is 0.7%.
Embodiment bis-
The synthesis technique of the TBHQ crude product of the present embodiment, comprises the steps:
1) water of the phosphoric acid of 2 weight parts, 0.1 weight part is poured in a mixing bowl, then added the Resorcinol of 6 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 58 DEG C, then add the trimethyl carbinol of 8 weight parts to reactor;
3) be warming up to after 78 DEG C, be incubated and react for 3 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
The TBHQ crude product that detection obtains, the weight percent that wherein weight percent of TBHQ is 99.4%, DTBHQ is 0.6%.
Embodiment tri-
The synthesis technique of the TBHQ crude product of the present embodiment, comprises the steps:
1) water of the phosphoric acid of 4 weight parts, 0.4 weight part is poured in a mixing bowl, then added the Resorcinol of 7 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 60 DEG C, then add the trimethyl carbinol of 9 weight parts to reactor;
3) be warming up to after 85 DEG C, be incubated and react for 2 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
The TBHQ crude product that detection obtains, the weight percent that wherein weight percent of TBHQ is 99.4%, DTBHQ is 0.6%.
Embodiment tetra-
The synthesis technique of the TBHQ crude product of the present embodiment, comprises the steps:
1) water of the phosphoric acid of 2 weight parts, 0.4 weight part is poured in a mixing bowl, then added the Resorcinol of 5 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 62 DEG C, then add the trimethyl carbinol of 7 weight parts to reactor;
3) be warming up to after 85 DEG C, be incubated and react for 2 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
The TBHQ crude product that detection obtains, the weight percent that wherein weight percent of TBHQ is 99.3%, DTBHQ is 0.7%.
Embodiment five
The synthesis technique of the TBHQ crude product of the present embodiment, comprises the steps:
1) water of the phosphoric acid of 3 weight parts, 0.1 weight part is poured in a mixing bowl, then added the Resorcinol of 6 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 59 DEG C, then add the trimethyl carbinol of 7 weight parts to reactor;
3) be warming up to after 83 DEG C, be incubated and react for 3 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
The TBHQ crude product that detection obtains, the weight percent that wherein weight percent of TBHQ is 99.5%, DTBHQ is 0.5%.
Embodiment six
The synthesis technique of the TBHQ crude product of the present embodiment, comprises the steps:
1) water of the phosphoric acid of 4 weight parts, 0.3 weight part is poured in a mixing bowl, then added the Resorcinol of 7 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 56 DEG C, then add the trimethyl carbinol of 9 weight parts to reactor;
3) be warming up to after 81 DEG C, be incubated and react for 3 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
The TBHQ crude product that detection obtains, the weight percent that wherein weight percent of TBHQ is 99.3%, DTBHQ is 0.7%.
Embodiment seven
The synthesis technique of the TBHQ crude product of the present embodiment, comprises the steps:
1) water of the phosphoric acid of 2 weight parts, 0.1 weight part is poured in a mixing bowl, then added the Resorcinol of 5 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 57 DEG C, then add the trimethyl carbinol of 9 weight parts to reactor;
3) be warming up to after 77 DEG C, be incubated and react for 3 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
The TBHQ crude product that detection obtains, the weight percent that wherein weight percent of TBHQ is 99.3%, DTBHQ is 0.7%.
Embodiment eight
The synthesis technique of the TBHQ crude product of the present embodiment, comprises the steps:
1) water of the phosphoric acid of 3 weight parts, 0.4 weight part is poured in a mixing bowl, then added the Resorcinol of 6 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 64 DEG C, then add the trimethyl carbinol of 7 weight parts to reactor;
3) be warming up to after 81 DEG C, be incubated and react for 2 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
The TBHQ crude product that detection obtains, the weight percent that wherein weight percent of TBHQ is 99.4%, DTBHQ is 0.6%.
In above embodiment, in TBHQ crude product, the content of TBHQ, DTBHQ detects by the detection method of GB26403-2011.
As seen from the above embodiment, synthesis technique of the present invention, in the TBHQ crude product making, the content of TBHQ is 99.3%～99.5%, and purity is higher, and by product is only DTBHQ, and DTBHQ also can utilize, thereby raw material availability is high, can not produce waste.
Below be only the preferred embodiment of the present invention, it should be pointed out that above-mentioned preferred implementation should not be considered as limitation of the present invention, protection scope of the present invention should be as the criterion with claim limited range.For those skilled in the art, without departing from the spirit and scope of the present invention, can also make some improvements and modifications, these improvements and modifications also should be considered as protection scope of the present invention.
Claims (8)
1. a synthesis technique for TBHQ crude product, is characterized in that, comprises the steps:
1) water of the phosphoric acid of 2 – 4 weight parts, 0.1 – 0.4 weight part is poured in a mixing bowl, then added the Resorcinol of 5 – 7 weight parts to stir to a mixing bowl;
2) after stirring, mixing solutions is inserted in reactor and is heated to 55 DEG C～65 DEG C, then add the trimethyl carbinol of 7 – 9 weight parts to reactor;
3) continue to be heated to after 75 DEG C～85 DEG C, be incubated and react for 2～3 hours;
4) reaction product is obtained after centrifugation, washing, dehydration to TBHQ crude product.
2. the synthesis technique of TBHQ crude product as claimed in claim 1, is characterized in that, the stirring velocity in step 1) is 55-65 rev/min.
3. the synthesis technique of TBHQ crude product as claimed in claim 1, is characterized in that, the stirring velocity in step 1) is 57-63 rev/min.
4. the synthesis technique of TBHQ crude product as claimed in claim 1, is characterized in that, the stirring velocity in step 1) is 58-62 rev/min.
5. the synthesis technique of TBHQ crude product as claimed in claim 1, is characterized in that step 2) in Heating temperature be 58 DEG C～62 DEG C.
6. the synthesis technique of TBHQ crude product as claimed in claim 1, is characterized in that step 2) in Heating temperature be 59 DEG C～61 DEG C.
7. the synthesis technique of TBHQ crude product as claimed in claim 1, is characterized in that, continuing in step 3) is heated to after 78 DEG C～82 DEG C, is incubated and reacts for 2～3 hours.
8. the synthesis technique of TBHQ crude product as claimed in claim 1, is characterized in that, continuing in step 3) is heated to after 79 DEG C～81 DEG C, is incubated and reacts for 2～3 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410135712.4A CN103864579A (en) | 2014-04-04 | 2014-04-04 | Synthesis process for TBHQ (Tertiary Butyl Hydroquinone) crude product |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410135712.4A CN103864579A (en) | 2014-04-04 | 2014-04-04 | Synthesis process for TBHQ (Tertiary Butyl Hydroquinone) crude product |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103864579A true CN103864579A (en) | 2014-06-18 |
Family
ID=50903659
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410135712.4A Pending CN103864579A (en) | 2014-04-04 | 2014-04-04 | Synthesis process for TBHQ (Tertiary Butyl Hydroquinone) crude product |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103864579A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111620763A (en) * | 2020-06-05 | 2020-09-04 | 亿如科技(北京)有限公司 | Green synthesis process of TBHQ |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6281338A (en) * | 1985-10-04 | 1987-04-14 | Showa Denko Kk | Improvement of production of 2-tert-butylhydroquinone |
| CN1583698A (en) * | 2004-06-11 | 2005-02-23 | 广州优宝工业有限公司 | Preparing method for tert-butyl group hydroquinol |
-
2014
- 2014-04-04 CN CN201410135712.4A patent/CN103864579A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6281338A (en) * | 1985-10-04 | 1987-04-14 | Showa Denko Kk | Improvement of production of 2-tert-butylhydroquinone |
| CN1583698A (en) * | 2004-06-11 | 2005-02-23 | 广州优宝工业有限公司 | Preparing method for tert-butyl group hydroquinol |
Non-Patent Citations (1)
| Title |
|---|
| 唐渝等: "改进食品抗氧剂TBHQ 的合成实验", 《暨南大学学报( 自然科学版)》, vol. 24, no. 5, 31 October 2003 (2003-10-31), pages 121 - 122 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111620763A (en) * | 2020-06-05 | 2020-09-04 | 亿如科技(北京)有限公司 | Green synthesis process of TBHQ |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105482218B (en) | A kind of composite thermal stabilizer production technology using cyanuric acid zinc calcium as matrix | |
| CN103864580A (en) | Technology for preparing tert-butylhydroquinone (TBHQ) quality goods | |
| CN104140540A (en) | Preparation method of rosin tackifying resin emulsion | |
| CN103864581B (en) | A kind of purifying technique of TBHQ fine work | |
| CN103864579A (en) | Synthesis process for TBHQ (Tertiary Butyl Hydroquinone) crude product | |
| CN104693829A (en) | Straw glass fiber fireproof plate section and preparation method thereof | |
| CN103864582A (en) | Preparation process of TBHQ (tertiary butylhydroquinone) | |
| CN103289307A (en) | Preparation method of high energy-saving type modified environment-friendly phenolic fireproof insulation board | |
| CN105585683A (en) | Method for preparing melamine formaldehyde resin flocculating agent | |
| CN104014581B (en) | The processing method of dry forced by organosilicon | |
| CN102838831B (en) | Method for recycling phenolic aldehyde foam wastes | |
| CN104673351A (en) | Cracking process of waste rubber | |
| CN103045774A (en) | Leather used flame retardant and preparation method thereof | |
| CN105462199A (en) | Environment-friendly plastic | |
| CN103828807A (en) | Mildew preventive for cloth shoes | |
| CN104961616B (en) | The method of purification of longifolene | |
| CN102942956B (en) | Organic silicon resin grafted crude oil demulsification agent and preparation method thereof | |
| CN103483163B (en) | A kind of novel process being directly isomerizated into isoeugenol by clove leaf oil | |
| CN102485773A (en) | Composite antioxidant | |
| CN106749398A (en) | A kind of production technology of antioxidant 1425 | |
| CN106117945A (en) | A kind of PS Wood-plastic foam material and preparation method thereof | |
| CN109938236A (en) | A kind of mould inhibitor | |
| CN106316772A (en) | Chlorination separation method of synthetic rubber ultrapure chlorobenzene | |
| CN103664221A (en) | Building material mixed by synthetic resin and coal ashes | |
| CN104876819A (en) | Preparation method of isopropyl lactate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C12 | Rejection of a patent application after its publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20140618 |