CN107311898A - A kind of preparation method of optical resin multi-thioalcohol compound - Google Patents
A kind of preparation method of optical resin multi-thioalcohol compound Download PDFInfo
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- CN107311898A CN107311898A CN201710524866.6A CN201710524866A CN107311898A CN 107311898 A CN107311898 A CN 107311898A CN 201710524866 A CN201710524866 A CN 201710524866A CN 107311898 A CN107311898 A CN 107311898A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/26—Separation; Purification; Stabilisation; Use of additives
- C07C319/28—Separation; Purification
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3855—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
- C08G18/3876—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing mercapto groups
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- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Abstract
The invention provides a kind of preparation method of optical resin multi-thioalcohol compound, comprise the following steps：A) mercaptoethanol and epoxychloropropane are subjected to many alcoholization reactions in alkaline solution, obtain the reactant mixture with polyol compound；B) reactant mixture with polyol compound for obtaining step a) carries out Thiolation reaction in an acidic solution with thiocarbamide, obtains the reactant mixture with multi-thioalcohol compound；C) reaction is hydrolyzed in the reactant mixture with multi-thioalcohol compound that step b) is obtained, then through washing and drying, obtains optical resin multi-thioalcohol compound；The iron-holder of the mercaptoethanol is to be less than 10ppm more than 0；The iron-holder of the epoxychloropropane is to be less than 10ppm more than 0.Iron-holder of the invention by strictly controlling raw material, has obtained the multi-thioalcohol compound with relatively low colourity, so as to meet the ingredient requirement of the excellent optical resin lens of processability under specific preparation technology.
Description
Technical field
It is to be related to a kind of optical resin polythiol chemical combination more specifically the present invention relates to optical resin technical field
The preparation method of thing.
Background technology
Optical resin is a kind of organic material, internal to couple the space network for being in for macromolecule chain structure, point
Structure relative relaxation between son, molecule interchain has the space that can produce relative displacement, and light-transmissive rate is 84%-90%, printing opacity
Property is good, while the anti-impact force of optical resin is strong.Optical resin has a wide range of applications, especially as optical resin lens,
Compared to traditional glass lens, it has the substantially superiority such as light weight, good impact resistance, easily processed into type, therefore, to optics
The research of resin has broad application prospects.
At present, the optical resin of the optical resin lens of in the market is mainly using multi-thioalcohol compound and isocyanates as original
Expect the polythiourethane resinoid prepared, the refractive index of the resinoid is apparently higher than the other kinds of tree of in the market
Fat；And the refractive index of resin is higher, it can more make the optical resin lens prepared lighter, thinner, so as to give full play to light
Learn the advantage of resin lens.As the multi-thioalcohol compound of one of the important source material for preparing optical resin, its colourity is a weight
The index wanted, the size of colourity directly determines the quality of prepared optical resin lens.
But, the multi-thioalcohol compound colourity that the preparation technology of prior art is obtained is higher, it is impossible to meet processability excellent
The ingredient requirement of different optical resin lens.
The content of the invention
In view of this, it is an object of the invention to provide the preparation method of optical resin multi-thioalcohol compound, using this
The multi-thioalcohol compound that the preparation method that invention is provided is obtained has relatively low colourity.
The invention provides a kind of preparation method of optical resin multi-thioalcohol compound, comprise the following steps：
A) mercaptoethanol and epoxychloropropane are subjected to many alcoholization reactions in alkaline solution, obtained with polyol
The reactant mixture of thing；
B) reactant mixture with polyol compound for obtaining step a) carries out sulphur in an acidic solution with thiocarbamide
Alcoholization reaction, obtains the reactant mixture with multi-thioalcohol compound；
C) reaction is hydrolyzed in the reactant mixture with multi-thioalcohol compound that step b) is obtained, then through washing and doing
It is dry, obtain optical resin multi-thioalcohol compound；
The iron-holder of the mercaptoethanol is to be less than 10ppm more than 0；The iron-holder of the epoxychloropropane is small more than 0
In 10ppm.
It is preferred that, the iron-holder of the mercaptoethanol is 3ppm~6ppm；The iron-holder of the epoxychloropropane is 2ppm
~8ppm.
It is preferred that, alkaline solution described in step a) include sodium hydroxide solution, potassium hydroxide solution, sodium carbonate liquor,
One or more in solution of potassium carbonate, triethylamine solution and tri-butylamine solution.
It is preferred that, OH in mercaptoethanol, epoxychloropropane and alkaline solution described in step a)-Mol ratio for (1.5~
2.5)：(0.7~0.9)：1.
It is preferred that, the temperature of many alcoholization reactions described in step a) is 5 DEG C~15 DEG C, and the time is 0.5h~1.5h.
It is preferred that, acid solution described in step b) includes one kind in hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid and phosphoric acid
Or it is a variety of.
It is preferred that, H in thiocarbamide described in step b) and acid solution-Mol ratio be 3：(4~6).
It is preferred that, the temperature of Thiolation reaction described in step b) is 90 DEG C~110 DEG C, and the time is 2h~4h.
It is preferred that, hydrolysis described in step c) is carried out in mass concentration is 40% sodium hydroxide solution；
The temperature of the hydrolysis is 45 DEG C~55 DEG C, and the time is 2h~4h.
It is preferred that, the mode dried described in step c) is vacuum dehydration；The temperature of the drying is 60 DEG C~80 DEG C.
The invention provides a kind of preparation method of optical resin multi-thioalcohol compound, comprise the following steps：A) by mercapto
Base ethanol carries out many alcoholization reactions with epoxychloropropane in alkaline solution, obtains the reaction mixing with polyol compound
Thing；B) reactant mixture with polyol compound that step a) is obtained is carried out in an acidic solution with thiocarbamide Thiolation anti-
Should, obtain the reactant mixture with multi-thioalcohol compound；C) reaction with multi-thioalcohol compound for obtaining step b) is mixed
Reaction is hydrolyzed in compound, then through washing and drying, obtains optical resin multi-thioalcohol compound；The iron content of the mercaptoethanol
Measure to be less than 10ppm more than 0；The iron-holder of the epoxychloropropane is to be less than 10ppm more than 0.Compared with prior art, this hair
The bright iron-holder by strictly controlling raw material, has obtained the multi-thioalcohol compound with relatively low colourity under specific preparation technology,
So as to meet the ingredient requirement of the excellent optical resin lens of processability.Test result indicates that, the system that the present invention is provided
The optical resin that Preparation Method is obtained is 5Hazen~15Hazen with the colourity of multi-thioalcohol compound.
Embodiment
Below in conjunction with the embodiment of the present invention, technical scheme is clearly and completely described, it is clear that institute
The embodiment of description is only a part of embodiment of the invention, rather than whole embodiments.Based on the embodiment in the present invention,
The every other embodiment that those of ordinary skill in the art are obtained under the premise of creative work is not made, belongs to this hair
The scope of bright protection.
The invention provides a kind of preparation method of optical resin multi-thioalcohol compound, comprise the following steps：
A) mercaptoethanol and epoxychloropropane are subjected to many alcoholization reactions in alkaline solution, obtained with polyol
The reactant mixture of thing；
B) reactant mixture with polyol compound for obtaining step a) carries out sulphur in an acidic solution with thiocarbamide
Alcoholization reaction, obtains the reactant mixture with multi-thioalcohol compound；
C) reaction is hydrolyzed in the reactant mixture with multi-thioalcohol compound that step b) is obtained, then through washing and doing
It is dry, obtain optical resin multi-thioalcohol compound；
The iron-holder of the mercaptoethanol is to be less than 10ppm more than 0；The iron-holder of the epoxychloropropane is small more than 0
In 10ppm.
Mercaptoethanol and epoxychloropropane are carried out many alcoholization reactions by the present invention in alkaline solution first, are obtained with many
The reactant mixture of first alcoholic compound.In the present invention, the mercaptoethanol is 2 mercapto ethanol, is to prepare multi-thioalcohol compound
Primary raw material；The angle of mercaptoethanol chemically molecular formula has alpha-mercapto ethanol and beta -mercaptoethanol (2 mercapto ethanol), but
Alpha-mercapto ethanol is unstable on same carbon atom because hydroxyl and sulfydryl are connected in, and therefore, the mercaptoethanol described in this area is
Beta -mercaptoethanol.The present invention is not particularly limited to the source of the mercaptoethanol, on well known to those skilled in the art
State the commercial goods of 2 mercapto ethanol.In the present invention, the mercaptoethanol is being prepared, transporting and stored as raw material
Cheng Zhonghui inevitably contains ferro element；The iron-holder of the mercaptoethanol is to be less than 10ppm more than 0, preferably 3ppm~
6ppm。
In the present invention, the epoxychloropropane is also known as epichlorohydrin, to prepare another primary raw material of multi-thioalcohol compound；
The present invention is not particularly limited to the source of the epoxychloropropane, is using commercial goods well known to those skilled in the art
Can.In the present invention, the epoxychloropropane can inevitably contain iron as raw material during preparing, transporting and storing
Element；The iron-holder of the mercaptoethanol is to be less than 10ppm, preferably 2ppm~8ppm more than 0.
In the present invention, the alkaline solution preferably include sodium hydroxide solution, potassium hydroxide solution, sodium carbonate liquor,
One or more in solution of potassium carbonate, triethylamine solution and tri-butylamine solution, more preferably sodium hydroxide solution.In this hair
In a bright preferred embodiment, the mass concentration of the sodium hydroxide solution is 20%.The present invention is to the alkaline solution
Source is not particularly limited, using above-mentioned sodium hydroxide solution well known to those skilled in the art, potassium hydroxide solution, sodium carbonate
Solution, solution of potassium carbonate, the commercial goods of triethylamine solution and tri-butylamine.
In the present invention, OH in the mercaptoethanol, epoxychloropropane and alkaline solution-Mol ratio be preferably (1.5~
2.5)：(0.7~0.9)：1, more preferably 2：0.8：1.
In the present invention, the temperature of many alcoholization reactions is preferably 5 DEG C~15 DEG C, more preferably 10 DEG C；The polyol
The time for changing reaction is preferably 0.5h~1.5h, more preferably 1h.
Obtain after the reactant mixture with polyol compound, the present invention has polyol compound by what is obtained
Reactant mixture and thiocarbamide carry out Thiolation reaction in an acidic solution, obtain the reaction mixing with multi-thioalcohol compound
Thing.The present invention forms thiocarbamide salt by the reaction of thiocarbamide and polyol compound；The present invention does not have to the source of the thiocarbamide
It is specifically limited, using commercial goods well known to those skilled in the art.
In the present invention, the acid solution preferably includes one kind in hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid and phosphoric acid
Or a variety of, more preferably hydrochloric acid.In a preferred embodiment of the invention, the mass concentration of the hydrochloric acid is 34%.This hair
The bright source to the acid solution is not particularly limited, using above-mentioned hydrochloric acid well known to those skilled in the art, hydrobromic acid, hydrogen
The commercial goods of acid iodide, sulfuric acid and phosphoric acid.
In the present invention, H in the thiocarbamide and acid solution-Mol ratio be preferably 3：(4~6), more preferably 3：5.
In the present invention, OH in mercaptoethanol, epoxychloropropane and alkaline solution described in step a)-, with thiocarbamide described in step b)
With H in acid solution-Mol ratio be preferably (1.5~2.5)：(0.7~0.9)：1：3：(4~6), more preferably 2：0.8：1：
3：5.
In the present invention, the temperature of the Thiolation reaction is preferably 90 DEG C~110 DEG C, more preferably 100 DEG C；It is described
The time of Thiolation reaction is preferably 2h~4h, more preferably 3h.
Obtain after the reactant mixture with multi-thioalcohol compound, the present invention has multi-thioalcohol compound by what is obtained
Reactant mixture be hydrolyzed reaction, then through washing and drying, obtain optical resin multi-thioalcohol compound.In the present invention
In, the hydrolysis is preferably carried out in mass concentration is 40% sodium hydroxide solution；The present invention is to the sodium hydroxide
The source of solution is not particularly limited, using commercial goods well known to those skilled in the art.In the present invention, the matter
It is OH in 40% sodium hydroxide solution to measure concentration-With H in acid solution in step b)-Mol ratio be preferably 4.5：(4~6),
More preferably 4.5：5.
In the present invention, the temperature of the hydrolysis is preferably 45 DEG C~55 DEG C, more preferably 50 DEG C；The hydrolysis is anti-
The time answered is preferably 2h~4h, more preferably 3h.
Complete after the hydrolysis, obtain the reactant mixture with multi-thioalcohol compound crude product, it is of the invention by institute
State the reactant mixture with multi-thioalcohol compound crude product to be washed and dried successively, obtain optical resin polythiol
Compound.In the present invention, the number of times of the washing is preferably 1 time~3 times, more preferably 2 times.
In the present invention, the mode of the drying is preferably vacuum dehydration；The temperature of the drying is preferably 60 DEG C~80
DEG C, more preferably 70 DEG C.
The invention provides a kind of preparation method of optical resin multi-thioalcohol compound, comprise the following steps：A) by mercapto
Base ethanol carries out many alcoholization reactions with epoxychloropropane in alkaline solution, obtains the reaction mixing with polyol compound
Thing；B) reactant mixture with polyol compound that step a) is obtained is carried out in an acidic solution with thiocarbamide Thiolation anti-
Should, obtain the reactant mixture with multi-thioalcohol compound；C) reaction with multi-thioalcohol compound for obtaining step b) is mixed
Reaction is hydrolyzed in compound, then through washing and drying, obtains optical resin multi-thioalcohol compound；The iron content of the mercaptoethanol
Measure to be less than 10ppm more than 0；The iron-holder of the epoxychloropropane is to be less than 10ppm more than 0.Compared with prior art, this hair
The bright iron-holder by strictly controlling raw material, has obtained the multi-thioalcohol compound with relatively low colourity under specific preparation technology,
So as to meet the ingredient requirement of the excellent optical resin lens of processability.Test result indicates that, the system that the present invention is provided
The optical resin that Preparation Method is obtained is 5Hazen~15Hazen with the colourity of multi-thioalcohol compound.
In addition, the preparation method technique that the present invention is provided is simple, mild condition, each raw material realizes abundant reaction, it is adaptable to
Large-scale industrial production.
In order to further illustrate the present invention, it is described in detail below by following examples.Following examples of the present invention
Raw material used is commercial goods.
Embodiment 1
(1) by the 2 mercapto ethanol (2mol) that 156g iron-holder is 3ppm and the epoxychloropropane that 74g iron-holder is 4ppm
(0.8mol) is added sequentially in sodium hydroxide (1mol) solution that 200g mass concentrations are 20%, is reacted at 10 DEG C
1h, obtains the reactant mixture with polyol compound；
(2) in the reactant mixture with polyol compound that step (1) is obtained add 228g thiocarbamides (3mol) and
536.8g mass concentrations are 34% hydrochloric acid (HCl is 5mol), and Thiolation reaction 3h is carried out at 100 DEG C, is obtained with many sulphur
The reactant mixture of alcoholic compound；
(3) it is cooled to after room temperature, 450g is added in the reactant mixture with multi-thioalcohol compound that step (2) is obtained
Mass concentration is 40% sodium hydroxide (4.5mol) solution, and reaction 3h is hydrolyzed at 50 DEG C, obtains with crude product
Reactant mixture；The reactant mixture with crude product is finally subjected to 2 washings, the vacuum dehydration at 70 DEG C obtains colourless
Transparent optical resin multi-thioalcohol compound, its structural formula is referring to formula (I)：
The embodiment of the present invention 1 is obtained using high-accuracy multifunctional spectrophotometric color measurement instrument (HunterLab UltraScan PRO)
To optical resin checked with the colourity of multi-thioalcohol compound, as a result show, the optical resin that the embodiment of the present invention 1 is obtained
It is 10Hazen with the colourity of multi-thioalcohol compound.
Embodiment 2
(1) by the 2 mercapto ethanol (2mol) that 156g iron-holder is 5ppm and the epoxychloropropane that 74g iron-holder is 2ppm
(0.8mol) is added sequentially in sodium hydroxide (1mol) solution that 200g mass concentrations are 20%, is reacted at 10 DEG C
1h, obtains the reactant mixture with polyol compound；
(2) in the reactant mixture with polyol compound that step (1) is obtained add 228g thiocarbamides (3mol) and
536.8g mass concentrations are 34% hydrochloric acid (HCl is 5mol), and Thiolation reaction 3h is carried out at 100 DEG C, is obtained with many sulphur
The reactant mixture of alcoholic compound；
(3) it is cooled to after room temperature, 450g is added in the reactant mixture with multi-thioalcohol compound that step (2) is obtained
Mass concentration is 40% sodium hydroxide (4.5mol) solution, and reaction 3h is hydrolyzed at 50 DEG C, obtains with crude product
Reactant mixture；The reactant mixture with crude product is finally subjected to 2 washings, the vacuum dehydration at 70 DEG C obtains colourless
Transparent optical resin multi-thioalcohol compound.
The optical resin that the embodiment of the present invention 2 is obtained is checked with the colourity of multi-thioalcohol compound, as a result shown, this
The optical resin that inventive embodiments 2 are obtained is 7Hazen with the colourity of multi-thioalcohol compound.
Embodiment 3
(1) by the 2 mercapto ethanol (2mol) that 156g iron-holder is 6ppm and the epoxychloropropane that 74g iron-holder is 5ppm
(0.8mol) is added sequentially in sodium hydroxide (1mol) solution that 200g mass concentrations are 20%, is reacted at 10 DEG C
1h, obtains the reactant mixture with polyol compound；
(2) in the reactant mixture with polyol compound that step (1) is obtained add 228g thiocarbamides (3mol) and
536.8g mass concentrations are 34% hydrochloric acid (HCl is 5mol), and Thiolation reaction 3h is carried out at 100 DEG C, is obtained with many sulphur
The reactant mixture of alcoholic compound；
(3) it is cooled to after room temperature, 450g is added in the reactant mixture with multi-thioalcohol compound that step (2) is obtained
Mass concentration is 40% sodium hydroxide (4.5mol) solution, and reaction 3h is hydrolyzed at 50 DEG C, obtains with crude product
Reactant mixture；The reactant mixture with crude product is finally subjected to 2 washings, the vacuum dehydration at 70 DEG C obtains colourless
Transparent optical resin multi-thioalcohol compound.
The optical resin that the embodiment of the present invention 3 is obtained is checked with the colourity of multi-thioalcohol compound, as a result shown, this
The optical resin that inventive embodiments 3 are obtained is 11Hazen with the colourity of multi-thioalcohol compound.
Embodiment 4
(1) by the 2 mercapto ethanol (2mol) that 156g iron-holder is 4ppm and the epoxychloropropane that 74g iron-holder is 8ppm
(0.8mol) is added sequentially in sodium hydroxide (1mol) solution that 200g mass concentrations are 20%, is reacted at 10 DEG C
1h, obtains the reactant mixture with polyol compound；
(2) in the reactant mixture with polyol compound that step (1) is obtained add 228g thiocarbamides (3mol) and
536.8g mass concentrations are 34% hydrochloric acid (HCl is 5mol), and Thiolation reaction 3h is carried out at 100 DEG C, is obtained with many sulphur
The reactant mixture of alcoholic compound；
(3) it is cooled to after room temperature, 450g is added in the reactant mixture with multi-thioalcohol compound that step (2) is obtained
Mass concentration is 40% sodium hydroxide (4.5mol) solution, and reaction 3h is hydrolyzed at 50 DEG C, obtains with crude product
Reactant mixture；The reactant mixture with crude product is finally subjected to 2 washings, the vacuum dehydration at 70 DEG C obtains colourless
Transparent optical resin multi-thioalcohol compound.
The optical resin that the embodiment of the present invention 4 is obtained is checked with the colourity of multi-thioalcohol compound, as a result shown, this
The optical resin that inventive embodiments 4 are obtained is 13Hazen with the colourity of multi-thioalcohol compound.
Embodiment 5
(1) by the 2 mercapto ethanol (2mol) that 156g iron-holder is 1ppm and the epoxychloropropane that 74g iron-holder is 1ppm
(0.8mol) is added sequentially in sodium hydroxide (1mol) solution that 200g mass concentrations are 20%, is reacted at 10 DEG C
1h, obtains the reactant mixture with polyol compound；
(2) in the reactant mixture with polyol compound that step (1) is obtained add 228g thiocarbamides (3mol) and
536.8g mass concentrations are 34% hydrochloric acid (HCl is 5mol), and Thiolation reaction 3h is carried out at 100 DEG C, is obtained with many sulphur
The reactant mixture of alcoholic compound；
(3) it is cooled to after room temperature, 450g is added in the reactant mixture with multi-thioalcohol compound that step (2) is obtained
Mass concentration is 40% sodium hydroxide (4.5mol) solution, and reaction 3h is hydrolyzed at 50 DEG C, obtains with crude product
Reactant mixture；The reactant mixture with crude product is finally subjected to 2 washings, the vacuum dehydration at 70 DEG C obtains colourless
Transparent optical resin multi-thioalcohol compound.
The optical resin that the embodiment of the present invention 5 is obtained is checked with the colourity of multi-thioalcohol compound, as a result shown, this
The optical resin that inventive embodiments 5 are obtained is 12Hazen with the colourity of multi-thioalcohol compound.
Comparative example
(1) by the 2 mercapto ethanol (2mol) that 156g iron-holder is 12ppm and the epoxy chloropropionate that 74g iron-holder is 15ppm
Alkane (0.8mol) is added sequentially in sodium hydroxide (1mol) solution that 200g mass concentrations are 20%, is reacted at 10 DEG C
1h, obtains the reactant mixture with polyol compound；
(2) in the reactant mixture with polyol compound that step (1) is obtained add 228g thiocarbamides (3mol) and
536.8g mass concentrations are 34% hydrochloric acid (HCl is 5mol), and Thiolation reaction 3h is carried out at 100 DEG C, is obtained with many sulphur
The reactant mixture of alcoholic compound；
(3) it is cooled to after room temperature, 450g is added in the reactant mixture with multi-thioalcohol compound that step (2) is obtained
Mass concentration is 40% sodium hydroxide (4.5mol) solution, and reaction 3h is hydrolyzed at 50 DEG C, obtains with crude product
Reactant mixture；The reactant mixture with crude product is finally subjected to 2 washings, the vacuum dehydration at 70 DEG C obtains yellow
Transparent optical resin multi-thioalcohol compound.
The optical resin obtained to comparative example is checked with the colourity of multi-thioalcohol compound, is as a result shown, comparative example is obtained
To optical resin with the colourity of multi-thioalcohol compound be 34Hazen.
The described above of the disclosed embodiments, enables professional and technical personnel in the field to realize or using the present invention.It is right
A variety of modifications of these embodiments will be apparent for those skilled in the art, and as defined herein one
As principle can realize in other embodiments without departing from the spirit or scope of the present invention.Therefore, the present invention will
It will not be intended to be limited to the embodiments shown herein, and be to fit to consistent with principles disclosed herein and features of novelty
Most wide scope.
Claims (10)
1. a kind of preparation method of optical resin multi-thioalcohol compound, comprises the following steps：
A) mercaptoethanol and epoxychloropropane are subjected to many alcoholization reactions in alkaline solution, obtained with polyol compound
Reactant mixture；
B) reactant mixture with polyol compound that step a) is obtained is carried out in an acidic solution with thiocarbamide Thiolation
Reaction, obtains the reactant mixture with multi-thioalcohol compound；
C) reaction is hydrolyzed in the reactant mixture with multi-thioalcohol compound that step b) is obtained, then through washing and drying,
Obtain optical resin multi-thioalcohol compound；
The iron-holder of the mercaptoethanol is to be less than 10ppm more than 0；The iron-holder of the epoxychloropropane is to be less than more than 0
10ppm。
2. preparation method according to claim 1, it is characterised in that the iron-holder of the mercaptoethanol be 3ppm~
6ppm；The iron-holder of the epoxychloropropane is 2ppm~8ppm.
3. preparation method according to claim 1, it is characterised in that alkaline solution described in step a) includes sodium hydroxide
Solution, potassium hydroxide solution, sodium carbonate liquor, solution of potassium carbonate, triethylamine solution and one kind or many in tri-butylamine solution
Kind.
4. preparation method according to claim 1, it is characterised in that mercaptoethanol, epoxychloropropane described in step a)
Mol ratio with OH- in alkaline solution is (1.5~2.5)：(0.7~0.9)：1.
5. preparation method according to claim 1, it is characterised in that the temperature of many alcoholization reactions described in step a) is 5
DEG C~15 DEG C, the time is 0.5h~1.5h.
6. preparation method according to claim 1, it is characterised in that acid solution described in step b) includes hydrochloric acid, hydrogen
One or more in bromic acid, hydroiodic acid, sulfuric acid and phosphoric acid.
7. preparation method according to claim 1, it is characterised in that H- in thiocarbamide described in step b) and acid solution
Mol ratio is 3：(4~6).
8. preparation method according to claim 1, it is characterised in that the temperature of Thiolation reaction is described in step b)
90 DEG C~110 DEG C, the time is 2h~4h.
9. preparation method according to claim 1, it is characterised in that hydrolysis is in mass concentration described in step c)
Carried out in 40% sodium hydroxide solution；
The temperature of the hydrolysis is 45 DEG C~55 DEG C, and the time is 2h~4h.
10. preparation method according to claim 1, it is characterised in that the mode dried described in step c) is de- for vacuum
Water；The temperature of the drying is 60 DEG C~80 DEG C.
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| CN110305049A (en) * | 2019-07-08 | 2019-10-08 | 黄河三角洲京博化工研究院有限公司 | A method of producing low coloration poly-thiol compound |
| CN110407726A (en) * | 2019-08-26 | 2019-11-05 | 山东益丰生化环保股份有限公司 | A kind of preparation method of multi-thiol |
| CN111039836A (en) * | 2019-12-13 | 2020-04-21 | 山东益丰生化环保股份有限公司 | Method for synthesizing aromatic polythiol compound |
| CN111278806A (en) * | 2018-03-29 | 2020-06-12 | 豪雅镜片泰国有限公司 | Method for producing polythiol compound, method for producing curable composition, and method for producing cured product |
| CN111344278A (en) * | 2018-03-29 | 2020-06-26 | 豪雅镜片泰国有限公司 | Method for producing polythiol compound, method for producing curable composition, and method for producing cured product |
| CN112358613A (en) * | 2020-10-27 | 2021-02-12 | 山东益丰生化环保股份有限公司 | Polythiol for optical resin and preparation method and application thereof |
| CN112430326A (en) * | 2020-11-27 | 2021-03-02 | 山东益丰生化环保股份有限公司 | Polythiol compound, preparation method and application thereof |
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| CN111278806A (en) * | 2018-03-29 | 2020-06-12 | 豪雅镜片泰国有限公司 | Method for producing polythiol compound, method for producing curable composition, and method for producing cured product |
| CN111344278A (en) * | 2018-03-29 | 2020-06-26 | 豪雅镜片泰国有限公司 | Method for producing polythiol compound, method for producing curable composition, and method for producing cured product |
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| CN110305049A (en) * | 2019-07-08 | 2019-10-08 | 黄河三角洲京博化工研究院有限公司 | A method of producing low coloration poly-thiol compound |
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| CN110407726A (en) * | 2019-08-26 | 2019-11-05 | 山东益丰生化环保股份有限公司 | A kind of preparation method of multi-thiol |
| CN111039836A (en) * | 2019-12-13 | 2020-04-21 | 山东益丰生化环保股份有限公司 | Method for synthesizing aromatic polythiol compound |
| CN112358613A (en) * | 2020-10-27 | 2021-02-12 | 山东益丰生化环保股份有限公司 | Polythiol for optical resin and preparation method and application thereof |
| CN112358613B (en) * | 2020-10-27 | 2022-09-13 | 益丰新材料股份有限公司 | Polythiol for optical resin and preparation method and application thereof |
| CN112430326A (en) * | 2020-11-27 | 2021-03-02 | 山东益丰生化环保股份有限公司 | Polythiol compound, preparation method and application thereof |
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