CN105732556A - Acrylate derivative, preparation method thereof and fluorescent coating - Google Patents
Acrylate derivative, preparation method thereof and fluorescent coating Download PDFInfo
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- CN105732556A CN105732556A CN201610184179.XA CN201610184179A CN105732556A CN 105732556 A CN105732556 A CN 105732556A CN 201610184179 A CN201610184179 A CN 201610184179A CN 105732556 A CN105732556 A CN 105732556A
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- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
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- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/22—Luminous paints
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- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
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- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
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Abstract
The invention provides an acrylate derivative, a preparation method thereof and a fluorescent coating. The acrylate derivative is as shown in the formula (I), wherein R1 is a substituent group containing a condensed ring structure; and R2 is H, CH3 or CH2CH3. Compared with the prior art, the acrylate derivative contains the condensed ring structure, so that the acrylate derivative has a fluorescent property; and moreover, the acrylate derivative as shown in the formula (I) is connected into unsaturated resin by virtue of a covalent bond way, the connection with the unsaturated resin is stable, and when the acrylate derivative is used as the fluorescent dye, the heat-resistant migration rate is relatively high(See the specification).
Description
Technical field
The invention belongs to technical field of coatings, particularly relate to a kind of acrylate derivative and preparation method thereof, fluorescent paint.
Background technology
The coating that unsaturated-resin class coating is is main matrix with unsaturated-resin, owing to it has the performances such as good richness, mechanical strength, corrosion resistance, high transparency, and in use solidify the advantages such as content is high, soak time is short, it is widely used in the corrosion-inhibiting coating of steel, the high-grade priming paint of wood materials, the finishing in house and high-grade topcoating.
When unsaturated-resin class coating uses at the priming paint as wood materials, often in unsaturated-resin class coating, fluorescent pigment is added in order to improve color, but often unsmooth and seediness phenomenon occur in film coated surface after construction, after toning, there is chromatic aberration a period of time.Its reason is that when producing, fluorescent pigment grinds thin or poor compatibility, and heat-resisting migration rate variance often occurs in the blended fluorescent pigment entered, it is easy to the problem such as come off.
Summary of the invention
In view of this, the technical problem to be solved in the present invention is in that to provide acrylate derivative and preparation method thereof, fluorescent paint, and this acrylate derivative has fluorescent characteristic.
The invention provides a kind of acrylate derivative, as shown in formula (I):
Wherein, R1For comprising the substituent group of condensed cyclic structure；R2For H, CH3Or CH2CH3。
Preferably, described R1One in following structure:
Wherein, R3Fluoro-alkyl for the alkyl of C1～C5 or C1～C5；R4For H or halogen atom；R5、R6With R7It is each independently the ketone group of the alkyl of H, C1～C5, the alkoxyl of C1～C5 or C1～C5；R8Alkyl for H or C1～C5；R9For H or halogen atom.
Preferably, described R3Fluoro-alkyl for the alkyl of C1～C2 or C1～C2.
Preferably, described R5、R6With R7It is each independently the ketone group of the alkyl of H, C1～C2, the alkoxyl of C1～C2 or C1～C2.
Preferably, described R8For H or methyl.
The preparation method that present invention also offers a kind of acrylate derivative, including:
By R1-OH and the compound shown in formula (II) react in the basic conditions, obtain the acrylate derivative shown in formula (I)；
Wherein, R1For comprising the substituent group of condensed cyclic structure；R2For H, CH3Or CH2CH3。
Present invention also offers a kind of fluorescent paint, including acrylate derivative.
Preferably, including host, accelerator and initiator；Described host includes the acrylate derivative of the unsaturated-resin of 95～105 weight portions, the ethyl acetate of 3～25 weight portions, the butyl acetate of 5～25 weight portions, the reactive solvents of 0～15 weight portion and 0.1～22 weight portion.
Preferably, described host also includes the inorganic filler of the polymerization inhibitor of 0.01～0.3 weight portion, the grinding auxiliary agent of 2～5 weight portions, the anti-settling agent of 0.3～0.8 weight portion, the defoamer of 0.1～0.5 weight portion, the levelling agent of 0.1～0.6 weight portion, the dispersant of 0.1～0.4 weight portion and 5～25 weight portions.
Preferably, described initiator is selected from one or more in methyl ethyl ketone peroxide, peroxydicarbonate, peroxy esters, diacyl peroxide and dialkyl peroxide.
The invention provides acrylate derivative and preparation method thereof, fluorescent paint, shown in this acrylate derivative such as formula (I), wherein, R1For comprising the substituent group of condensed cyclic structure；R2For H, CH3Or CH2CH3.Compared with prior art, acrylate derivative of the present invention includes condensed cyclic structure, this acrylate derivative is made to have fluorescent characteristic, and the acrylate derivative shown in formula (I) can be linked in unsaturated-resin by the mode of covalent bond, with unsaturated-resin stable connection so that it is as fluorescent dye, there is higher heat-resisting mobility.
Accompanying drawing explanation
Fig. 1 is the hydrogen nuclear magnetic resonance spectrogram of the acrylate derivative obtained in the embodiment of the present invention 1；
Fig. 2 is the mass spectrum of the acrylate derivative obtained in the embodiment of the present invention 1；
Fig. 3 is the fluorescent emission spectrogram of the fluorescent paint obtained in the embodiment of the present invention 1；
Fig. 4 is the fluorescent emission spectrogram of the fluorescent paint obtained in the embodiment of the present invention 2.
Detailed description of the invention
Below in conjunction with the embodiment of the present invention, the technical scheme in the embodiment of the present invention is clearly and completely described, it is clear that described embodiment is only a part of embodiment of the present 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 obtain under not making creative work premise, broadly fall into the scope of protection of the invention.
The invention provides a kind of acrylate derivative, as shown in formula (I):
Wherein, R1For comprising the substituent group of condensed cyclic structure；R2For H, CH3Or CH2CH3。
In the present invention, R1It is preferably the one in following structure:
Wherein, R3Fluoro-alkyl for the alkyl of C1～C5 or C1～C5, it is preferred to the alkyl of C1～C3 or the fluoro-alkyl of C1～C3, more preferably the alkyl of C1～C2 or the fluoro-alkyl of C1～C2, be further preferably-CH2-；R4For H or halogen atom, more preferably H or Cl, it is further preferably Cl；R5、R6With R7It is each independently the ketone group of the alkyl of H, C1～C5, the alkoxyl of C1～C5 or C1～C5, it is preferably the ketone group of the alkyl of H, C1～C3, the alkoxyl of C1～C3 or C1～C3, it is more preferably the ketone group of the alkyl of H, C1～C2, the alkoxyl of C1～C2 or C1～C2, is further preferably H, methyl or methoxy；R8Alkyl for H or C1～C5, it is preferred to the alkyl of H or C1～C3, more preferably the alkyl of H or C1～C2, is further preferably H or methyl；R9For H or halogen atom, it is preferred to H, Cl or Br, more preferably H or Cl, it is most preferred that for H.
Acrylate derivative of the present invention includes condensed cyclic structure, this acrylate derivative is made to have fluorescent characteristic, and the acrylate derivative shown in formula (I) can be linked in unsaturated-resin by the mode of covalent bond, with unsaturated-resin stable connection so that it is as fluorescent dye, there is higher heat-resisting mobility.
The preparation method that present invention also offers a kind of aforesaid propylene acid ester derivant, including:
By R1-OH and the compound shown in formula (II) react in the basic conditions, obtain the acrylate derivative shown in formula (I)；
Wherein, R1For comprising the substituent group of condensed cyclic structure；R2For H, CH3Or CH2CH3.Described R1With R2All same as above, do not repeat them here.
By R1-OH and the compound shown in formula (II) react in the basic conditions, and described alkali condition preferably employs triethylamine and provides；Described reaction preferably carries out in organic solvent, and described organic solvent is organic solvent well known to those skilled in the art, there is no special restriction, is preferably acetone in the present invention.
According to the present invention, it is preferable that first by R1-OH, triethylamine mix with organic solvent, be then added dropwise to the compound shown in formula (II) and react；The temperature of described reaction is preferably ice bath；The time of described reaction is preferably 20～30h.
After having reacted, it is preferable that adding distilled water stirring, rotation is evaporated off organic solvent, obtains the acrylate derivative shown in formula (I)；The volume of described distilled water is preferably the 30%～40% of organic solvent volume.
Present invention also offers a kind of fluorescent paint, including the acrylate derivative shown in formula (I).
According to the present invention, described fluorescent paint preferably includes host, accelerator and initiator；Described host includes the acrylate derivative of the unsaturated-resin of 95～105 weight portions, the ethyl acetate of 3～25 weight portions, the butyl acetate of 5～25 weight portions, the reactive solvents of 0～15 weight portion and 0.1～22 weight portion.
Described unsaturated-resin is unsaturated-resin well known to those skilled in the art, there is no special restriction, is preferably unsaturated polyester resin in the present invention；The content of described unsaturated-resin is preferably 98～102 weight portions, more preferably 100 weight portions.
In described host, the content of ethyl acetate is preferably 3～20 weight portions, more preferably 3～16 weight portions；In embodiments more provided by the invention, the content of described ethyl acetate is preferably 3 weight portions；In other embodiments provided by the invention, the content of described ethyl acetate is preferably 16 weight portions.
The content of described butyl acetate is preferably 6～20 weight portions, more preferably 6～15 weight portions, is further preferably 6～10 weight portions；In embodiments more provided by the invention, the content of described butyl acetate is preferably 10 weight portions；In other embodiments provided by the invention, the content of described butyl acetate is preferably 6 weight portions.
Described reactive solvents is reactive solvents well known to those skilled in the art, there is no special restriction, is preferably one or more in vinylacetate, styrene and methacrylate in the present invention；The content of described reactive solvents is preferably 1～10 weight portion, more preferably 2～10 weight portions, is further preferably 2～5 weight portions；In embodiments more provided by the invention, the content of described reactive solvents is preferably 2 weight portions.
Described acrylate derivative is same as above, does not repeat them here；Described in fluorescent paint host of the present invention, the content of acrylate derivative is preferably 0.5～20 weight portion, more preferably 0.5～15 weight portion, is further preferably 0.5～10 weight portion, is further preferably 1～8 weight portion, it is most preferred that be 1.54～6 weight portions；In embodiments more provided by the invention, the content of described acrylate derivative is preferably 1.54 weight portions；In other embodiments provided by the invention, the content of described acrylate derivative is preferably 6 weight portions.
For improving the performance of fluorescent paint, host also needs add some auxiliary agents.Heretofore described host preferably also includes the polymerization inhibitor of 0.01～0.3 weight portion.The kind of described polymerization inhibitor is polymerization inhibitor well known to those skilled in the art, there is no special restriction, is preferably p-tert-butyl catechol and/or hydroquinone in the present invention；The content of described polymerization inhibitor is preferably 0.02～0.2 weight portion, more preferably 0.03～0.1 weight portion, is further preferably 0.03～0.08 weight portion；In embodiments more provided by the invention, the content of described polymerization inhibitor is preferably 0.05 weight portion.
Described host preferably also includes the grinding auxiliary agent of 2～5 weight portions.The kind of described grinding auxiliary agent is grinding auxiliary agent well known to those skilled in the art, there is no special restriction, is preferably one or more in zinc stearate, calcium stearate and barium stearate in the present invention；In described host, the content of grinding auxiliary agent is preferably 2～4 weight portions, more preferably 2～3 weight portions；In embodiments more provided by the invention, the content of described grinding auxiliary agent is preferably 2.5 weight portions；In other embodiments provided by the invention, the content of described grinding auxiliary agent is preferably 3 weight portions.
Described host preferably also includes the anti-settling agent of 0.3～0.8 weight portion.The kind of described anti-settling agent is anti-settling agent well known to those skilled in the art, there is no special restriction, is preferably one or more in organic modified bentonite, aerosil, castor oil hydrogenated and polyamide wax in the present invention；The content of described anti-settling agent is preferably 0.4～0.6 weight portion, more preferably 0.4～0.5 weight portion；In embodiments more provided by the invention, the content of described anti-settling agent is preferably 0.4 weight portion；In other embodiments provided by the invention, the content of described anti-settling agent is preferably 0.5 weight portion.
Described host preferably also includes the defoamer of 0.1～0.5 weight portion.The kind of described defoamer is defoamer well known to those skilled in the art, there is no special restriction, the present invention is preferably in organosiloxane class defoamer, polyethers defoamer and polyether-modified organosilicon alkanes defoamer one or more, more preferably one or more in BYK-024, BYK-1660 and TEGOfoamex810；The content of described defoamer is preferably 0.2～0.3 weight portion；In embodiments more provided by the invention, the content of described defoamer is preferably 0.2 weight portion；In other embodiments provided by the invention, the content of described defoamer is preferably 0.3 weight portion.
Described host preferably also includes the levelling agent of 0.1～0.6 weight portion.The kind of described levelling agent is levelling agent well known to those skilled in the art, there is no special restriction, is preferably one or more in BYK-333, BYK-323, BYK-306, BYK-358N, BYK-331 and BYK-310 in the present invention；The content of described levelling agent is preferably 0.3～0.6 weight portion, more preferably 0.4～0.5 weight portion；In embodiments more provided by the invention, the content of described levelling agent is preferably 0.4 weight portion；In other embodiments provided by the invention, the content of described levelling agent is preferably 0.5 weight portion.
Described host preferably also includes the dispersant of 0.1～0.4 weight portion.The kind of described dispersant is dispersant well known to those skilled in the art, there is no special restriction, the present invention is preferably in ion-type wetting dispersing agent, non-ionic wetting dispersing agent and polyfunctional group type wetting dispersing agent one or more, more preferably one or more in Dispers715W, Dispers740W and Dispers760W；The content of described dispersant is preferably 0.2～0.3 weight portion；In embodiments more provided by the invention, the content of described dispersant is preferably 0.2 weight portion；In other embodiments provided by the invention, the content of described dispersant is preferably 0.3 weight portion.
Described host preferably also includes the inorganic filler of 5～25 weight portions.The kind of described inorganic filler is inorganic filler well known to those skilled in the art, there is no special restriction, is preferably Pulvis Talci and/or transparent powder in the present invention；The content of described inorganic filler is preferably 10～25 weight portions, more preferably 15～25 weight portions, is further preferably 20～25 weight portions；In embodiments more provided by the invention, the content of described inorganic filler is preferably 25 weight portions；In other embodiments provided by the invention, the content of described inorganic filler is preferably 21 weight portions.
In fluorescent paint provided by the invention, described accelerator is accelerator well known to those skilled in the art, there is no special restriction, is preferably one or more in naphthoic acid cobalt, cobalt octoate and cobalt iso-octoate in the present invention.
The kind of described initiator is initiator well known to those skilled in the art, there is no special restriction, is preferably one or more in methyl ethyl ketone peroxide, peroxydicarbonate, peroxy esters, diacyl peroxide and dialkyl peroxide in the present invention.
During construction, host, accelerator and initiator are prepared and stirs, fluorescent paint can be obtained.The mass ratio of described host, accelerator and initiator is preferably 100:(1～3): (1～3).
In fluorescent paint of the present invention, acrylate derivative is linked in unsaturated-resin as fluorescent pigment by the mode of covalent bond, will not produce seediness and rough phenomenon at coating surface；Acrylate derivative uses as vinyl monomer simultaneously, can partly or entirely replace other vinyl monomer, therefore easily can control fluorescent chromophore content in strand as required；Further, the connected mode between fluorescent pigment and unsaturated-resin is stable, and heat-resisting mobility can increase substantially.
Present invention also offers the preparation method of host in a kind of above-mentioned fluorescent paint, including: by the unsaturated-resin of 95～105 weight portions, the ethyl acetate of 3～25 weight portions, the butyl acetate of 5～25 weight portions, the reactive solvents of 0～15 weight portion and the acrylate derivative mix and blend of 0.1～22 weight portion, preferably also add 0.01～polymerization inhibitor of 0.3 weight portion, the grinding auxiliary agent of 2～5 weight portions, the anti-settling agent of 0.3～0.8 weight portion, the defoamer of 0.1～0.5 weight portion, the levelling agent of 0.1～0.6 weight portion, the dispersant of 0.1～0.4 weight portion and the inorganic filler of 5～25 weight portions, stirring, obtain host；The speed of described stirring is preferably 1000～3000r/min；The time of described stirring is preferably 10～60min.The charging sequence of mentioned component is preferably unsaturated-resin, reactive solvents, polymerization inhibitor, anti-settling agent, defoamer, levelling agent, dispersant and grinding auxiliary agent.
In order to further illustrate the present invention, below in conjunction with embodiment, acrylate derivative provided by the invention and preparation method thereof, fluorescent paint are described in detail.
Reagent used in following example is commercially available.
Embodiment 1
The metering system isoxazolecarboxylic acid of 0.8g is joined in the single port flask of 250mL by 1.1, by the triethylamine of 0.8g, the umbelliferone of 0.81g is dissolved in the acetone of 60mL, and it is added drop-wise to when ice bath in single port flask, dropwising within 10 minutes, after dripping off, room temperature reaction is overnight.After reacting completely, acetone is evaporated off by rotation, respectively wash once with distilled water and saturated sodium carbonate solution (10wt%) again, after hexamethylene recrystallization, obtain cream-coloured acrylate derivative and 2-carbonyl-2 hydrogen-alkene-7-base acrylic acid methyl ester. (CMA).
1.2 by unsaturated polyester resin 100 weight portion, hydroquinone 0.05 weight portion, anti-settling agent aerosil 0.5 weight portion is added while stirring after 0.3 parts per weight dispersing agent Dispers740W mix homogeneously, Pulvis Talci 5 weight portion, zinc stearate 3 weight portion, after transparent powder 20 weight portion under 1800 revs/min of conditions, after stirring 30 minutes, it is sequentially added into leftover materials: styrene 2 weight portion, the acrylate derivative CMA1.54 weight portion obtained in 1.1, butyl acetate 10 weight portion, ethyl acetate 3 weight portion, 0.5 weight portion levelling agent BYK-333, 0.3 weight portion defoamer organosiloxane class defoamer BYK-024, namely host component is obtained after stirring 5 minutes by 1000 revs/min.
By host during construction: accelerator: the mass ratio of initiator=100:2:2 is deployed to stir, after stirring 10 minutes, stand 40～100 minutes, fluorescent paint can be obtained and be designated as CMA-P1.Wherein accelerator selects cobalt iso-octoate, and initiator selects methyl ethyl ketone peroxide.
Utilize nuclear magnetic resonance, NMR that the acrylate derivative obtained in embodiment 1 is analyzed, obtain its hydrogen nuclear magnetic resonance spectrogram, as shown in Figure 1.As shown in Figure 1, various hydrogen chemical shifts δ H (300MHz, CDCl3) ownership be expressed as follows: a (2.08ppm, t, J=1.3Hz, 3H), b (5.83ppm, m, 1H), c (6.39ppm, s, 1H), d (6.41ppm, s, 1H), e (7.09ppm, dd, J=8.4,2.2Hz, 1H), f (7.16ppm, d, J=2.1Hz, 1H), g (7.51ppm, d, J=8.4Hz, 1H), h (7.71ppm, d, J=9.6Hz, 1H).It addition, the integrated value at all nuclear-magnetism peaks is consistent with theoretical value, it is possible to prove the structure of CMA.
Utilize mass spectrograph that the acrylate derivative obtained in embodiment 1 is analyzed, obtain its mass spectrum, as shown in Figure 2.As shown in Figure 2, HRMS (ESI, m/z): calcdforC13H11O4[M+H]+:231.0657；found:231.0646.Theoretical value and actual value are within range of error, basically identical, it is possible to prove the structure of CMA.
Utilize modular fluorescence spectrophotometer Fluorolog-3-TAUfluorescencespectrophotometer that the fluorescent paint CMA-P1 obtained in embodiment 1 is analyzed, obtain its fluorescent emission spectrogram, as it is shown on figure 3, from the figure 3, it may be seen that maximum emission wavelength is positioned at 439nm place.
As kept other condition constant, can pass through to regulate the ratio of the amount of substance of styrene and CMA, the unsaturated-resin class coating of content different (0.1～22wt%) in fluorescent type methacrylate monomer can be obtained.
Embodiment 2
By the unsaturated polyester resin of 5mL, the ethyl acetate of 1mL, the butyl acetate of 1mL, in the embodiment 1 of 1.02g to acrylate derivative CMA join stirring 10 minutes in the beaker of 25mL, the accelerator (ethyl acetate solution of the methyl ethyl ketone peroxide of mass percent 2wt%) adding 0.1mL stirs 10 minutes, the initiator (ethyl acetate solution of the cobalt iso-octoate of mass percent 10wt%) of 0.1mL is added after stirring completely, after stirring 10 minutes, stand 40～100 minutes, fluorescent paint and CMA-P2 can be obtained.Current embodiment require that the fluorescent emission spectrogram measuring fluorescent paint CMA-P2, do not add the Coatings Additives such as levelling agent, in order to avoid test is disturbed.
Utilize modular fluorescence spectrophotometer Fluorolog-3-TAUfluorescencespectrophotometer that the fluorescent paint CMA-P2 obtained in embodiment 2 is analyzed, obtain its fluorescent emission spectrogram, as shown in Figure 4, as shown in Figure 4, maximum emission wavelength is positioned at 439nm place.
Embodiment 3
The metering system isoxazolecarboxylic acid of 0.8g is placed in the single port flask with 250mL by 3.1, and by the triethylamine of 0.8g, the 9-anthranol of 1.04g is dissolved in the acetone of 60mL, and it is added drop-wise in single port flask when ice bath.Dripping within 10 minutes, after dripping off, room temperature reaction is overnight.After reacting completely, acetone is evaporated off by rotation, respectively washes once with distilled water and saturated sodium carbonate solution, after hexamethylene recrystallization, obtain the cream-coloured acrylate derivative with fluorescence and anthracene-9 bases-methyl methacrylate (AMMC).
3.2 by unsaturated polyester resin 100 weight portion, hydroquinone 0.05 weight portion, anti-settling agent aerosil 0.4 weight portion is added while stirring after 0.2 parts per weight dispersing agent Dispers760W mix homogeneously, Pulvis Talci 5 weight portion, zinc stearate 2.5 weight portion, after transparent powder 16 weight portion under 2000 revs/min of conditions, after stirring 30 minutes, it is sequentially added into leftover materials: the acrylate derivative AMMC6 weight portion obtained in 3.1, butyl acetate 6 weight portion, ethyl acetate 16 weight portion, 0.4 weight portion levelling agent BYK-331, 0.2 weight portion defoamer organosiloxane class defoamer BYK-1660, namely host component is obtained after stirring 5 minutes by 2000 revs/min.
By host during construction: accelerator: the mass ratio of initiator=100:2:2 is deployed to stir, after stirring 10 minutes, stand 40～100 minutes, fluorescent paint can be obtained and be designated as AMMC-P1.Wherein accelerator selects naphthoic acid cobalt, and initiator selects methyl ethyl ketone peroxide.
If other condition of the present embodiment is constant, and initiator methyl ethyl ketone peroxide changes into peroxydicarbonate, peroxy esters, diacyl peroxide or dialkyl peroxide, fluorescent paint all can be obtained.
If other condition of the present embodiment is constant, and accelerator cobalt iso-octoate changes into naphthoic acid cobalt, cobalt naphthenate or cobalt octoate, fluorescent paint all can be obtained.
If other condition of the present embodiment is constant, and grinding auxiliary agent zinc stearate changes into calcium stearate or barium stearate, fluorescent paint all can be obtained.
Other conditions of the present embodiment are constant, and reactive solvents styrene changes into vinylacetate or methacrylate, all can obtain fluorescent paint.
If other condition of the present embodiment is constant, and hydroquinone of polymerization retarder changes into p-tert-butyl catechol, fluorescent paint all can be obtained.
If other condition of the present embodiment is constant, and dispersant Dispers740W changes into Dispers715W or Dispers760W, fluorescent paint all can be obtained.
If other condition of the present embodiment is constant, and anti-settling agent silicon dioxide changes into organically-modified boron-moisten soil, castor oil hydrogenated wax, polyamide wax, fluorescent paint all can be obtained.
If other condition of the present embodiment is constant, and defoamer BYK024 changes into BYK-1660 or TEGOfoamex810, fluorescent paint all can be obtained.
If other condition of the present embodiment is constant, and levelling agent BYK-333 changes into BYK-323, BYK-306, BYK-358N, BYK-331 or BYK-310, fluorescent paint all can be obtained.
If other condition of the present embodiment is constant, and 9-anthranol is changed into 9-fluorenemethanol, fluorescein, 4-methyl umbelliferone, (±)-1-(9-fluorenes) ethanol, 2-(3-hydroxyphenyl)-6-(1-piperidines)-1 hydrogen-phenyl [double; two] isoquinolin-1,3 (2H)-diketone, all can obtain the acrylate derivative shown in formula (I).
Claims (10)
1. an acrylate derivative, it is characterised in that as shown in formula (I):
Wherein, R1For comprising the substituent group of condensed cyclic structure；R2For H, CH3Or CH2CH3。
2. acrylate derivative according to claim 1, it is characterised in that described R1One in following structure:
Wherein, R3Fluoro-alkyl for the alkyl of C1～C5 or C1～C5；R4For H or halogen atom；R5、R6With R7It is each independently the ketone group of the alkyl of H, C1～C5, the alkoxyl of C1～C5 or C1～C5；R8Alkyl for H or C1～C5；R9For H or halogen atom.
3. acrylate derivative according to claim 2, it is characterised in that described R3Fluoro-alkyl for the alkyl of C1～C2 or C1～C2.
4. acrylate derivative according to claim 2, it is characterised in that described R5、R6With R7It is each independently the ketone group of the alkyl of H, C1～C2, the alkoxyl of C1～C2 or C1～C2.
5. acrylate derivative according to claim 2, it is characterised in that described R8For H or methyl.
6. the preparation method of an acrylate derivative, it is characterised in that including:
By R1-OH and the compound shown in formula (II) react in the basic conditions, obtain the acrylate derivative shown in formula (I)；
Wherein, R1For comprising the substituent group of condensed cyclic structure；R2For H, CH3Or CH2CH3。
7. a fluorescent paint, it is characterised in that include the acrylate derivative described in Claims 1 to 5 any one or the acrylate derivative prepared by claim 6.
8. fluorescent paint according to claim 7, it is characterised in that include host, accelerator and initiator；Described host includes the acrylate derivative of the unsaturated-resin of 95～105 weight portions, the ethyl acetate of 3～25 weight portions, the butyl acetate of 5～25 weight portions, the reactive solvents of 0～15 weight portion and 0.1～22 weight portion.
9. fluorescent paint according to claim 8, it is characterized in that, described host also includes the inorganic filler of the polymerization inhibitor of 0.01～0.3 weight portion, the grinding auxiliary agent of 2～5 weight portions, the anti-settling agent of 0.3～0.8 weight portion, the defoamer of 0.1～0.5 weight portion, the levelling agent of 0.1～0.6 weight portion, the dispersant of 0.1～0.4 weight portion and 5～25 weight portions.
10. fluorescent paint according to claim 8, it is characterised in that described initiator is selected from one or more in methyl ethyl ketone peroxide, peroxydicarbonate, peroxy esters, diacyl peroxide and dialkyl peroxide.
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| CN108841195A (en) * | 2018-06-11 | 2018-11-20 | 全椒祥瑞塑胶有限公司 | A kind of fluorescent material applied in luminescent plastic |
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