CN107602484A - A kind of two pyrimidine diethanol amine fluorescent whitening agents and its preparation method and application - Google Patents
A kind of two pyrimidine diethanol amine fluorescent whitening agents and its preparation method and application Download PDFInfo
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- CN107602484A CN107602484A CN201710658788.9A CN201710658788A CN107602484A CN 107602484 A CN107602484 A CN 107602484A CN 201710658788 A CN201710658788 A CN 201710658788A CN 107602484 A CN107602484 A CN 107602484A
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- diethanol amine
- fluorescent whitening
- pyrimidines
- whitening agent
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Abstract
The present invention provides a kind of two pyrimidine diethanol amine fluorescent whitening agents, it is characterised in that a kind of structural formula of described two pyrimidines diethanol amine fluorescent whitening agent is as shown in Equation 1:It is an object of the invention to provide a kind of two pyrimidine diethanol amine fluorescent whitening agents and its preparation method and application, the preparation method is simple, and the prices of raw materials are cheap.Have the function that significantly to brighten using the two pyrimidine diethanol amine fluorescent whitening agents of the present invention, hyperchromic cotton fiber, be a kind of novel high-performance fluorescent whitening agent.
Description
Technical field
The present invention relates to fluorescent whitening agent technical field, and in particular to a kind of two pyrimidines-diethanol amine fluorescent whitening agent and
Its preparation method and application.
Background technology
China in the planning of " 12 " new material development using develop with resource, environmental harmony new material as mainly examining
Core index, solves the problems, such as shortage of resources by developing new material.China has formd fairly perfect material S&T condition,
There is obvious resources advantage and technical advantage in some field of new materials, but the overall capability of independent innovation is also weaker, tool
There are new material product and the technology of independent intellectual property right also fewer, especially in terms of cotton fiber is with high-performance fluorescent whitening agent
Innovative deficiency.
Fluorescent whitening agent is a kind of fluorescent dye, also known as white dye.Fluorescent whitening agent species is various, different types of
Fluorescent whitening agent has different physical chemistry features, therefore before using fluorescent whitening agent, it is necessary to they clear and definite use
Condition and application field.Fluorescent whitening agent has very high quantum yield, can effectively be brightened by the host material of its processing,
Increase gorgeous and blast.Optical brightener molecules can absorbing wavelength scope in 300~400nm or so ultraviolet light, and launch ripple
Long scope 420~480nm or so blue-fluorescence, so as to compensate for host material due to blue light missing and caused by yellowing.
Make one to feel that processed host material is pure whiter, more bright-coloured by making up blue light.Fluorescent whitening agent be widely used in papermaking,
Weaving, detergent, plastics, coating, ink, leather, New Building Materials.In addition, fluorescent whitening agent is used also as light-emitting diodes
Pipe, chemical sensitisation, chemical sensing material and ultraviolet absorber etc..
Traditional fluorescent whitening agent has the disadvantage that:Synthesis process is cumbersome, and environmental pollution is than more serious;Former material
Costly, target compound structure is excessively complicated, has potential risk of toxicity for material;It is fine with hydrophobic fabric polyamides fiber, acetic acid
The affinity such as peacekeeping cotton fiber are poor, and dye-uptake is not high, brighten, hyperchromic performance it is bad, practicality is not strong.As a kind of important
Fine chemical product, fluorescent whitening agent industrially have a wide range of applications field and good market prospects.
The content of the invention
For above-mentioned deficiency, it is an object of the invention to provide a kind of two pyrimidines-diethanol amine fluorescent whitening agent and its system
Preparation Method and application, two pyrimidines-diethanol amine fluorescent whitening agent synthetic method is simple, low in raw material price.Pass through test two
The optical property of pyrimidine-diethanol amine fluorescent whitening agent, it can be clearly seen that two pyrimidines-diethanol amine fluorescent whitening agent have compared with
Strong uv absorption property.By brightening processing to cotton fiber dyeing, it is found that two pyrimidines-diethanol amine fluorescent whitening agent is fine to cotton
Dimension have significantly brighten, hyperchromic characteristic.Two pyrimidines-diethanol amine fluorescent whitening agent is a kind of novel high-performance fluorescent brightening
Agent, there is great promotion and application space.
Specifically, the solution of the present invention is:A kind of two pyrimidines-diethanol amine fluorescent whitening agent, two described pyrimidines-two
The structural formula of monoethanolamine fluorescent whitening agent such as formula 1:
Simultaneously the invention also discloses a kind of preparation method of above-mentioned two pyrimidines-diethanol amine fluorescent whitening agent, including with
Lower step:
Step 1:4,4'- diaminobenzil -2,2'- disulfonic acid the aqueous solution is added to 2,4- dichloro pyrimidine solution
In, use 10%Na2CO3The pH value of aqueous solution maintenance system is 7~8, in 20~25 DEG C of stirring reactions for a period of time;
Step 2:Then diethanol amine is added in the reactant mixture of step 1, uses 10%Na2CO3The aqueous solution maintains body
The pH value of system is 8~9, and back flow reaction is for a period of time;
Step 3:Reactant mixture is cooled down to room temperature, inorganic salts is added, separates out two pyrimidines-diethanol amine fluorescent whitening agent
And collect;
Wherein, 4,4'- diaminobenzils -2,2'- disulfonic acid, 2,4- dichloro pyrimidines, diethanol amine material amount
Ratio be: 1:2.1:1.95.
In a kind of preparation method of above-mentioned two pyrimidines-diethanol amine fluorescent whitening agent, in described step 1,2,4- bis-
In chlorine pyrimidine solution, per 10mmol 2, the corresponding 10~15mL dimethylformamides of 4- dichloro pyrimidines;4,4'- diaminourea hexichol second
In alkene -2,2'- disulfonic acid aqueous solution, per 5mmol 4, the corresponding 50~55mL water of 4'- diaminobenzils -2,2'- disulfonic acid.
In the preparation method of above-mentioned two pyrimidines-diethanol amine fluorescent whitening agent, described 4,4'- diaminourea hexichol second
The pH value of the alkene -2,2'- disulfonic acid aqueous solution is 5~6.
In the preparation method of above-mentioned two pyrimidines-diethanol amine fluorescent whitening agent, pH value 10%Na2CO3The aqueous solution is adjusted
Control.
In the preparation method of two above-mentioned pyrimidines-diethanol amine fluorescent whitening agent, the reaction time of described step 1 is
10~11 hours;The reaction time of described step 2 is 6~7 hours.
In the preparation method of above-mentioned two pyrimidines-diethanol amine fluorescent whitening agent, the inorganic salts in step 3 are sodium chloride.
In the preparation method of above-mentioned two pyrimidines-diethanol amine fluorescent whitening agent, in described step 1,4,4'- diaminourea
Talan -2,2'- disulfonic acid the aqueous solution is added in the form of being added dropwise in 2,4- dichloro pyrimidine solution.
In addition present invention also offers a kind of purposes of two pyrimidines-diethanol amine fluorescent whitening agent, it is applied to cotton fiber
Brighten, be hyperchromic.
The present invention has the advantage that compared with conventional method:
1. the synthetic method of two pyrimidines-diethanol amine fluorescent whitening agent of the invention is simple, the prices of raw materials are cheap.
2. two pyrimidines-diethanol amine fluorescent whitening agent of the invention and cotton fiber surface ion combined with firmness are higher, most preferably
Dyeing concentration is relatively low, and usage amount is less, and practicality is stronger.
It is a kind of new high property 3. two pyrimidines-diethanol amine fluorescent whitening agent of the invention can be brightened significantly, hyperchromic cotton fiber
Can fluorescent whitening agent.
Brief description of the drawings
Fig. 1 is UV absorption in the optical performance test of two pyrimidines-diethanol amine aqueous solutions of optical brighteners of embodiment 3
Spectrogram.
Specific embodiment
The claim of the present invention is described in further detail with reference to embodiment, but not formed to this
Any restrictions of invention, still any limited modification made within the scope of the invention as claimed, the claim in the present invention
In protection domain.
Embodiment 1
21mmol 2,4- dichloro pyrimidine are added in 22mL dimethylformamides, 25 DEG C of stirrings.10mmol 4 is then added dropwise,
The mixed liquor of 4'- diaminobenzils -2,2'- disulfonic acid and 100mL distilled water, uses 10%Na2CO3Aqueous solution maintenance reaction
The pH=7 of system, 25 DEG C of reaction 11h.Then plus 19.5mmol diethanol amine, 10%Na is used2CO3The pH of aqueous solution maintenance system
=9, back flow reaction 7h.Two-step reaction terminal is monitored with TLC technique.Room temperature is cooled to, adds 20g sodium chloride, stir,
Filter, be dried in vacuo to obtain two pyrimidines-diethanol amine fluorescent whitening agent, yield 91%.
Embodiment 2
21mmol 2,4- dichloro pyrimidine are added in 31.5mL dimethylformamides, 20 DEG C of stirrings.10mmol is then added dropwise
The mixed liquor of 4,4'- diaminobenzil -2,2'- disulfonic acid and 110mL distilled water, uses 10%Na2CO3The aqueous solution remains anti-
Answer the pH=8 of system, 25 DEG C of reaction 10h.Then plus 19.5mmol diethanol amine, 10%Na is used2CO3Aqueous solution maintenance system
PH=8, back flow reaction 6h.Two-step reaction terminal is monitored with TLC technique.Room temperature is cooled to, 20g sodium chloride is added, stirs
Mix, filter, be dried in vacuo to obtain two pyrimidines-diethanol amine fluorescent whitening agent, yield 87%.
Embodiment 3
21mmol 2,4- dichloro pyrimidine are added in 26mL dimethylformamides, 25 DEG C of stirrings.10mmol 4 is then added dropwise,
The mixed liquor of 4'- diaminobenzils -2,2'- disulfonic acid and 100mL distilled water, uses 10%Na2CO3Aqueous solution maintenance reaction
The pH=7.5 of system, 25 DEG C of reaction 11h.Then plus 19.5mmol diethanol amine, 10%Na is used2CO3Aqueous solution maintenance system
PH=9, back flow reaction 7h.Two-step reaction terminal is monitored with TLC technique.Room temperature is cooled to, 20g sodium chloride is added, stirs
Mix, filter, be dried in vacuo to obtain two pyrimidines-diethanol amine fluorescent whitening agent, yield 89%.
Optical performance test
The present invention carries out optical performance test, UV absorption spectrogram such as Fig. 1 using ultraviolet-visible spectrum to product of the present invention
It is shown.
Ultraviolet-visible spectrum can be effectively tested the conjugated system of optical brightener molecules.Two pyrimidines-diethanol amine is glimmering
Optical brightener is configured to the aqueous solution that concentration is 0.02g/L and carries out optical performance test.Test result shows, two pyrimidines-diethyl
Hydramine fluorescent whitening agent has stronger uv absorption property, and maximal ultraviolet absorption peak is located at 362nm.
Dye and brighten experiment
The dyeing concentration of two pyrimidines-diethanol amine fluorescent whitening agent is respectively 0.05%, 0.10%, 0.15%, 0.20%
With 0.25% (o.w.f) aqueous solution (being 8 with 1mol/L NaOH solutions regulation pH), processing is special without fluorescent whitening agent
Pure cotton cloth.Body lotion and the mass ratio of pure cotton fiber are 50:1.In 15 minutes, temperature is heated up with 2 DEG C/min of speed from 20 DEG C
To 50 DEG C;Then body lotion insulation is at 50 DEG C, 15 minutes;Take out dyed cotton fabric, cold rinse;Dry at room temperature, whiteness to be measured.
By whiteness test as can be seen that two pyrimidines-diethanol amine fluorescent whitening agent under different dyeing concentrations to cotton
Cloth be respectively provided with significantly brighten, hyperchromic effect, its optimum dyeing concentration be 0.1%.Experiment proves two pyrimidines-diethanol amine fluorescence
Brightening agent is a kind of novel high-performance fluorescent whitening agent, has important use value and application prospect.
Above-described is only presently preferred embodiments of the present invention, all timess made in the range of the spirit and principles in the present invention
What modifications, equivalent substitutions and improvements etc., should be included within the scope of the present invention.
Claims (9)
- A kind of a kind of 1. two pyrimidines-diethanol amine fluorescent whitening agent, it is characterised in that described two pyrimidines-diethanol amine fluorescence The structural formula of brightening agent such as formula 1:Formula 1.
- 2. the preparation method of a kind of two pyrimidines-diethanol amine fluorescent whitening agent, it is characterised in that comprise the following steps:Step 1:4,4'- diaminobenzil -2,2'- disulfonic acid aqueous solution is added in 2,4- dichloro pyrimidine solution, used 10%Na2CO3The pH value of aqueous solution maintenance system is 7 ~ 8, in 20 ~ 25 DEG C of stirring reactions for a period of time;Step 2:Then diethanol amine is added in the reactant mixture of step 1, uses 10%Na2CO3Aqueous solution maintenance system PH value is 8 ~ 9, and back flow reaction is for a period of time;Step 3:Reactant mixture is cooled down to room temperature, inorganic salts is added, two pyrimidines-diethanol amine fluorescent whitening agent is separated out and is received Collection;Wherein, 4,4'- diaminobenzils -2,2'- disulfonic acid, 2,4- dichloro pyrimidines, diethanol amine material amount ratio Example be:1:2.1: 1.95.
- A kind of 3. preparation method of two pyrimidines according to claim 2-diethanol amine fluorescent whitening agent, it is characterised in that In described step 1, in 2,4- dichloro pyrimidine solution, every 10 mmol 2, corresponding 10 ~ 15 mL dimethyl formyls of 4- dichloro pyrimidines Amine;In 4,4'- diaminobenzil -2,2'- disulfonic acid aqueous solution, every 5 mmol 4,4'- diaminobenzils -2,2'- Corresponding 50 ~ 55 mL water of disulfonic acid.
- A kind of 4. preparation method of two pyrimidines according to claim 2-diethanol amine fluorescent whitening agent, it is characterised in that The pH value of the described 4,4'- diaminobenzil -2,2'- disulfonic acid aqueous solution is 5 ~ 6.
- 5. a kind of preparation method of two pyrimidines-diethanol amine fluorescent whitening agent according to claim 2 or 4, its feature exist In pH value 10%Na2CO3The aqueous solution regulates and controls.
- A kind of 6. preparation method of two pyrimidines according to claim 2-diethanol amine fluorescent whitening agent, it is characterised in that The reaction time of described step 1 is 10 ~ 11 hours;The reaction time of described step 2 is 6 ~ 7 hours.
- A kind of 7. preparation method of two pyrimidines according to claim 2-diethanol amine fluorescent whitening agent, it is characterised in that Inorganic salts in step 3 are sodium chloride.
- A kind of 8. preparation method of two pyrimidines according to claim 2-diethanol amine fluorescent whitening agent, it is characterised in that In described step 1,4,4'- diaminobenzil -2,2'- disulfonic acid aqueous solution are added to 2,4- dichloros in the form of being added dropwise In pyrimidine solution.
- 9. the purposes of a kind of two pyrimidines-diethanol amine fluorescent whitening agent described in claim 1, it is characterised in that fine for cotton Dimension brightens, is hyperchromic.
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4221015Y1 (en) * | 1965-05-13 | 1967-12-05 | ||
CN104312197B (en) * | 2014-09-05 | 2016-09-21 | 旭泰(太仓)精细化工有限公司 | A kind of hexa-sulphonic acid liquid fluorescent whitening agents and preparation method and application |
CN106478536A (en) * | 2016-08-31 | 2017-03-08 | 山西青山化工有限公司 | A kind of preparation method of paper grade (stock) liquid fluorescent whitening agent |
-
2017
- 2017-10-19 CN CN201710658788.9A patent/CN107602484A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4221015Y1 (en) * | 1965-05-13 | 1967-12-05 | ||
CN104312197B (en) * | 2014-09-05 | 2016-09-21 | 旭泰(太仓)精细化工有限公司 | A kind of hexa-sulphonic acid liquid fluorescent whitening agents and preparation method and application |
CN106478536A (en) * | 2016-08-31 | 2017-03-08 | 山西青山化工有限公司 | A kind of preparation method of paper grade (stock) liquid fluorescent whitening agent |
Non-Patent Citations (1)
Title |
---|
陈荣圻: "《染料化学》", 31 December 1989, 纺织工业出版社 * |
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