CN107311952A - A kind of preparation method and applications of calcium carbonate powder brightening agent and surfactant - Google Patents
A kind of preparation method and applications of calcium carbonate powder brightening agent and surfactant Download PDFInfo
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- CN107311952A CN107311952A CN201710544763.6A CN201710544763A CN107311952A CN 107311952 A CN107311952 A CN 107311952A CN 201710544763 A CN201710544763 A CN 201710544763A CN 107311952 A CN107311952 A CN 107311952A
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- calcium carbonate
- carbonate powder
- surfactant
- brightening agent
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/70—Other substituted melamines
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/14—Styryl dyes
- C09B23/148—Stilbene dyes containing the moiety -C6H5-CH=CH-C6H5
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
Abstract
The invention discloses the preparation method and applications of a kind of calcium carbonate powder brightening agent and surfactant, it is related to preparation and the application field of a kind of calcium carbonate powder brightening agent and surfactant.Aim to provide that a kind of synthetic method is simple, the prices of raw materials are cheap, the calcium carbonate powder brightening agent of technique environmental protection and the preparation method of surfactant, its structural formula is as follows：Calcium carbonate powder brightening agent and surfactant prepared by the present invention, which can be applied, makees brightening and surfactant for calcium carbonate powder.
Description
Technical field
The present invention relates to a kind of calcium carbonate powder brightening agent and surfactant, especially a kind of calcium carbonate powder brightening agent
With the preparation method and applications of surfactant.
Background technology
China's material science and technology new by developing has formd ratio to solve shortage of resources and problem of environmental pollution
More perfect material S＆T condition, achieves rapid progress in terms of the research and development of Material Field, and some field of new materials have bright
Aobvious resources advantage and technical advantage, but the capability of independent innovation is weaker, new material product and technology with independent intellectual property right
It is less, it is innovative not enough especially in terms of calcium carbonate powder and multipurpose fluorescence brightening agent.
Fluorescent whitening agent be it is a kind of can launch the dyestuff of fluorescence, also known as white dye is a kind of baroque big point
Sub- organic compound.Fluorescent whitening agent has very high quantum yield, processed matrix can be brightened effectively, increase it is gorgeous.
Optical brightener molecules have larger conjugated system, can absorbing wavelength scope 300~400nm or so ultraviolet light, and
Launch blue-fluorescence of the wave-length coverage in 420~450nm or so, so as to compensate in matrix because blue light is lacked and is caused
Visual yellowing.Make one to feel that processed matrix is pure whiter, more bright-coloured by making up blue light.Fluorescent whitening agent is by widely
For the numerous areas such as papermaking, weaving, detergent, plastics, paint, coating, ink, leather, ultraviolet absorber, developer, city
Field demand is very huge.
Calcium carbonate as energy-saving and emission-reduction, environmental protection mineral material, due to its special physicochemical properties, and valency
Lattice are low, raw material is wide, it is nontoxic the features such as and be widely used for papermaking, plastics, rubber, paint, coating, artificial hilllock stone, adhesive and
The industry such as sealant and building materials, particularly vigorously advocates low-carbon economy, the application field of calcium carbonate and consumption demand must instantly
By broader and rapid growth.Calcium carbonate powder is as maximum packing material, and down-stream enterprise is equal to its whiteness and color
Have higher requirements, the high-quality calcium carbonate product market demand is urgent, huge.
Therefore, research and development novel high-performance fluorescent whitening agent turns into one of relevant industries important research content.Pass through
Scientific and technical innovation, expands the application field and the market competitiveness of fluorescent whitening agent, can have very for energy-saving and emission-reduction, structure harmony
Important meaning.
The content of the invention
For above-mentioned deficiency, the present invention is intended to provide a kind of simple synthetic method, the prices of raw materials are cheap, peace simple to operate
Full calcium carbonate powder brightening agent and the preparation method and applications of surfactant.
In order to realize above-mentioned technique effect, the technical scheme that the present invention is provided is such：A kind of calcium carbonate powder is brightened
Agent and surfactant, its structural formula are as follows：
A kind of preparation method of calcium carbonate powder brightening agent and surfactant as described above, comprises the steps：
Step 1：4,4'- diaminobenzil -2,2'- disulfonic acid is mixed with water, then adds Cyanuric Chloride, temperature control is anti-
Answer 2~4h；
Step 2：Dioctyl methyl tertiary amine is added dropwise with acetone according to 1mmol：1mL mixed liquor, is warming up to 30~40 DEG C, control
6~8h of temperature reaction；
Step 3：Plus p-aminobenzoic acid, 90~100 DEG C are warming up to, temperature control reacts 8~10h；
Step 4：20~30 DEG C are cooled to, sodium chloride is added, suction filtration is dried in vacuo to obtain calcium carbonate powder brightening agent and surface
Activating agent；
Wherein, the usage ratio of above-mentioned each raw material is：The sulphurs of 5~10mmol 4,4'- diaminobenzils -2,2'- two
Acid：20~40mL water：10~20mmol Cyanuric Chlorides：The mixed liquor of 11~22mmol dioctyl methyl tertiary amines and acetone：9~
18mmol p-aminobenzoic acid：20~40mmol sodium chloride.
Preferably, the reaction temperature of the step 1 is 0~5 DEG C.
Preferably, the pH value of step 1 reaction system is 3~4.
Preferably, the pH value of step 2 reaction system is 6~7.
Preferably, the pH value of step 3 reaction system is 8~9.
Preferably, described pH adjusting agent is saturation Na2CO3The aqueous solution.
A kind of calcium carbonate powder brightening agent and surfactant as described above are brightened and surfactant in calcium carbonate powder
The application of aspect.
The present invention is compared with conventional method, with advantages below：
1. calcium carbonate powder brightening agent of the present invention and surfactant have preferable water solubility, can be with Paris white body surface
Effective chemical bonding occurs for face ion, and degree of being firmly combined with is high；
2. calcium carbonate powder brightening agent of the present invention and surfactant have stronger uv absorption property, can significantly it increase
In vain, blast calcium carbonate powder, lifts powder quality；
3. calcium carbonate powder brightening agent of the present invention and surfactant have stronger surface-active, water can be significantly reduced
Surface tension.
Brief description of the drawings
Fig. 1 is the calcium carbonate powder brightening agent of embodiment 2 and the nucleus magnetic hydrogen spectrum figure of surfactant；
Fig. 2 is the calcium carbonate powder brightening agent of embodiment 2 and the UV absorption spectrogram of surfactant；
Fig. 3 is the calcium carbonate powder brightening agent of embodiment 2 and the concentration of surfactant and surface tension relationship figure.
Embodiment
With reference to embodiment, claims of the present invention is described in further detail, but not constituted
Any limitation of the invention, any limited number of time modification made in the claims of the present invention, still in this hair
In bright claims.
Embodiment 1
5mmol 4,4'- diaminobenzil -2,2'- disulfonic acid are mixed with 20mL distilled water, stirring, ice bath 0~5
DEG C, 10mmol Cyanuric Chlorides are then added, saturation Na is used in stirring2CO3PH3~4 of aqueous solution maintenance reaction system, temperature control reaction
2h；11mmol dioctyl methyl tertiary amines and 11mL acetone mixtures is added dropwise, temperature reaction system is to 30~40 DEG C, stirring, with full
And Na2CO3PH6~7 of aqueous solution maintenance reaction system, temperature control reaction 6h；Then add 9mmol p-aminobenzoic acid, heating 90
~100 DEG C, saturation Na is added dropwise2CO3The pH 8~9 of aqueous solution maintenance reaction system, temperature control reaction 8h.Reaction is true with thin-layer chromatography
Determine reaction end.Be cooled to room temperature, add 20mmol sodium chloride, stirring, suction filtration, be dried in vacuo calcium carbonate powder brightening agent and
Surfactant, yield 91%.
Embodiment 2
8mmol 4,4'- diaminobenzil -2,2'- disulfonic acid are mixed with 35mL distilled water, stirring, ice bath 0~5
DEG C, 16mmol Cyanuric Chlorides are then added, saturation Na is used in stirring2CO3PH3~4 of aqueous solution maintenance reaction system, temperature control reaction
2h；18mmol dioctyl methyl tertiary amines and 18mL acetone mixtures is added dropwise, temperature reaction system is to 30~40 DEG C, stirring, with full
And Na2CO3PH6~7 of aqueous solution maintenance reaction system, temperature control reaction 6h；Then add 15mmol p-aminobenzoic acid, heating
90~100 DEG C, saturation Na is added dropwise2CO3The pH 8~9 of aqueous solution maintenance reaction system, temperature control reaction 8h.Reaction thin-layer chromatography
Determine reaction end.Room temperature is cooled to, 36mmol sodium chloride is added, stirring, suction filtration are dried in vacuo to obtain a kind of calcium carbonate powder increasing
White agent and surfactant, yield 87%.
Hydrogen modal data (400MHz；DMSO-d6,δ):0.84(12H,4CH3),1.23(40H,4(CH2)5), 1.53(8H,
4CH2),2.61(6H,2CH3),2.86(8H,4CH2), 7.6-8.05 (16H, ArH and CH=CH)
Nucleus magnetic hydrogen spectrum is shown in Fig. 1.
Optical performance test
Ultraviolet-visible spectrum can be effectively tested the conjugated system of optical brightener molecules.Calcium carbonate powder is brightened
Agent and surfactant formulatory into concentration be 10-6The mol/L aqueous solution carries out optical performance test.Test result shows, the carbon
Sour calcium powder body brightening agent and surfactant have stronger uv absorption property, and maximum absorption band is located at 351nm.
UV absorption spectrogram is shown in Fig. 2.
Calcium carbonate powder whitening performance is tested
It is 0.01~0.03% mL of the aqueous solution 100 to prepare calcium carbonate powder brightening agent and surfactant qualities concentration,
Handle 100g different grain sizes and the heavy or precipitated calcium carbonate powder of whiteness.Specific practice is as follows：By different-grain diameter and whiteness
Calcium carbonate powder is put into the solution of appropriate above-mentioned concentration, and 30min is stirred at room temperature, drains, and is dried, you can obtain Gao Bai, highlighted
Calcium carbonate powder.The results show, calcium carbonate powder brightening agent and surfactant have to the calcium carbonate powder of different qualities
Significantly brighten, brightening effect, concentration be 0.02% when, processing granularity be 800~2500 mesh calcium carbonate powder, its whiteness
Value added is between 1~2.
Surface-active is tested
Surface-active test has been carried out to the aqueous solution of calcium carbonate powder brightening agent and surfactant using suspension ring method, it is real
Test result to show, calcium carbonate powder brightening agent and surfactant can significantly reduce the surface tension of water in low concentration, have
There is excellent surface-active, be 3.72 × 10 in critical micelle concentration-4During mol/L, surface tension is 43.29mN/m.
Concentration is with showing that length tension relation figure is shown in Fig. 3.
The calcium carbonate powder brightening agent and surfactant, which have concurrently, brightens calcium carbonate powder and the surface tension of reduction water
Double action, is a kind of multipurpose fluorescence brightening agent and surfactant, with wide application value and popularization space.
Above-described is only presently preferred embodiments of the present invention, all timess done 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 (8)
1. a kind of calcium carbonate powder brightening agent and surfactant, it is characterised in that its structural formula is as follows：
2. the preparation method of a kind of calcium carbonate powder brightening agent according to claim 1 and surfactant, its feature exists
In comprising the steps：
Step 1：4,4'- diaminobenzil -2,2'- disulfonic acid is mixed with water, then adds Cyanuric Chloride, temperature control reaction 2
~4h；
Step 2：Dioctyl methyl tertiary amine is added dropwise with acetone according to 1mmol：1mL mixed liquor, is warming up to 30~40 DEG C, temperature control is anti-
Answer 6~8h；
Step 3：Plus p-aminobenzoic acid, 90~100 DEG C are warming up to, temperature control reacts 8~10h；
Step 4：20~30 DEG C are cooled to, sodium chloride is added, suction filtration is dried in vacuo to obtain calcium carbonate powder brightening agent and surface-active
Agent；
Wherein, the usage ratio of above-mentioned each raw material is：5~10mmol 4,4'- diaminobenzil -2,2'- disulfonic acid：20
~40mL water：10~20mmol Cyanuric Chlorides：The mixed liquor of 11~22mmol dioctyl methyl tertiary amines and acetone：9~18mmol
P-aminobenzoic acid：20~40mmol sodium chloride.
3. the preparation method of a kind of calcium carbonate powder brightening agent according to claim 2 and surfactant, its feature exists
In the reaction temperature of the step 1 is 0~5 DEG C.
4. the preparation method of a kind of calcium carbonate powder brightening agent according to claim 2 and surfactant, its feature exists
In the pH value of step 1 reaction system is 3~4.
5. the preparation method of a kind of calcium carbonate powder brightening agent according to claim 2 and surfactant, its feature exists
In the pH value of step 2 reaction system is 6~7.
6. the preparation method of a kind of calcium carbonate powder brightening agent according to claim 2 and surfactant, its feature exists
In the pH value of step 3 reaction system is 8~9.
7. the preparation method of a kind of calcium carbonate powder brightening agent according to claim 2 and surfactant, its feature exists
In described pH adjusting agent is saturation Na2CO3The aqueous solution.
8. a kind of any applications of calcium carbonate powder brightening agent and surfactant of claim 1-2, it is characterised in that
Calcium carbonate powder brighten with surfactant in terms of application.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710544763.6A CN107311952A (en) | 2017-07-06 | 2017-07-06 | A kind of preparation method and applications of calcium carbonate powder brightening agent and surfactant |
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| CN201710544763.6A CN107311952A (en) | 2017-07-06 | 2017-07-06 | A kind of preparation method and applications of calcium carbonate powder brightening agent and surfactant |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107321264A (en) * | 2017-06-16 | 2017-11-07 | 广西碳酸钙产业化工程院有限公司 | A kind of Shuangzi fluorescent brightening surfactant and preparation method and application |
| CN107915690A (en) * | 2017-11-28 | 2018-04-17 | 贺州学院 | A kind of synthesis and application of heavy calcium carbonate powder brightening agent |
| CN107935954A (en) * | 2017-11-28 | 2018-04-20 | 贺州学院 | A kind of synthesis and application of new double long-chain alkyl quaternary surfactant |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1168723C (en) * | 1997-03-25 | 2004-09-29 | 西巴特殊化学品控股有限公司 | Fluorescent whitening agents |
| CN102863813A (en) * | 2012-09-29 | 2013-01-09 | 山东大学 | Synthesis and application of efficient composite type long-chain tertiary amine quatemary ammonium salt fluorescent whitening agents |
| CN106588801A (en) * | 2016-12-20 | 2017-04-26 | 贺州学院 | Dicarboxylic acid heavy calcium carbonate powder fluorescent whitening agent as well as preparation method and application thereof |
-
2017
- 2017-07-06 CN CN201710544763.6A patent/CN107311952A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1168723C (en) * | 1997-03-25 | 2004-09-29 | 西巴特殊化学品控股有限公司 | Fluorescent whitening agents |
| CN102863813A (en) * | 2012-09-29 | 2013-01-09 | 山东大学 | Synthesis and application of efficient composite type long-chain tertiary amine quatemary ammonium salt fluorescent whitening agents |
| CN106588801A (en) * | 2016-12-20 | 2017-04-26 | 贺州学院 | Dicarboxylic acid heavy calcium carbonate powder fluorescent whitening agent as well as preparation method and application thereof |
Non-Patent Citations (3)
| Title |
|---|
| MAOSHENG WAN ET AL.: "Preparation of stilbene-eighteen alkyl quaternary ammonium salts as fluorescent brightening materials and surfactants", 《ADVANCED MATERIALS RESEARCH》 * |
| 万茂生: "含氮杂环化合物-三嗪-二苯乙烯荧光增白剂、异噁唑基查尔酮及吲哚西弗碱衍生物的合成与性能", 《中国博士学位论文全文数据库 工程科技I辑》 * |
| 杨晓宇: "含对芳香氨基系列荧光增白剂的合成与性能研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107321264A (en) * | 2017-06-16 | 2017-11-07 | 广西碳酸钙产业化工程院有限公司 | A kind of Shuangzi fluorescent brightening surfactant and preparation method and application |
| CN107915690A (en) * | 2017-11-28 | 2018-04-17 | 贺州学院 | A kind of synthesis and application of heavy calcium carbonate powder brightening agent |
| CN107935954A (en) * | 2017-11-28 | 2018-04-20 | 贺州学院 | A kind of synthesis and application of new double long-chain alkyl quaternary surfactant |
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Application publication date: 20171103 |