BLUE LIGHT BLOCKING FILM LAYER AND BLUE LIGHT BLOCKING SYSTEM
20230314675 · 2023-10-05
Assignee
Inventors
- Hanmin HU (Taicang, CN)
- Yufeng ZENG (Taicang, CN)
- Haitao WEI (Taicang, CN)
- Fangyuan JIANG (Taicang, CN)
Cpc classification
C08K5/315
CHEMISTRY; METALLURGY
C07C229/44
CHEMISTRY; METALLURGY
C08F220/1804
CHEMISTRY; METALLURGY
C08J7/044
CHEMISTRY; METALLURGY
C07D231/06
CHEMISTRY; METALLURGY
C09D133/08
CHEMISTRY; METALLURGY
G02B5/223
PHYSICS
C08J7/054
CHEMISTRY; METALLURGY
International classification
C07C229/44
CHEMISTRY; METALLURGY
C07C255/41
CHEMISTRY; METALLURGY
C07D231/06
CHEMISTRY; METALLURGY
C08K5/315
CHEMISTRY; METALLURGY
C09D133/08
CHEMISTRY; METALLURGY
C08J7/044
CHEMISTRY; METALLURGY
Abstract
A blue light blocking film layer and a blue light blocking system are disclosed. The system comprises at least one blue light blocking film layer, and a basal layer, and one or more optional release film layers, wherein,
the blue light blocking film layer is essential and includes at least a compound selected from formula (I-1), (II-1) and (II-2),
##STR00001##
##STR00002##
##STR00003##
Claims
1. A blue light blocking system comprising at least one blue light blocking film layer, and a basal layer, and one or more optional release film layers, wherein, the blue light blocking film layer is essential and includes at least a compound selected from formula (I-1), (II-1) and (II-2), ##STR00025## ##STR00026## ##STR00027## .
2. A blue light blocking film layer comprising at least a compound selected from formula (I-1), (II-1) and (II-2), ##STR00028## ##STR00029## ##STR00030## .
Description
BRIEF DESCRIPTION OF THE DRAWINGS
[0056] The present invention is further described below with reference to the drawings and the embodiments.
[0057]
[0058]
[0059]
DETAILED DESCRIPTION
[0060] The following is a description of specific embodiments of the present invention. These are not limited to these embodiments.
Example 1
[0061] Synthesis of a compound of formula (I-1), 1-phenyl-3-(4-butylstyryl)-5-(4-tert-butylphenyl) pyrazoline
##STR00018##
16.2 g of 4-tert-butylbenzaldehyde and 3.0 g of acetone were added to a freshly prepared sodium methoxide solution and stirred at room temperature for 3 hours. It was washed with water and dried to obtain the product bis (2-(4-tert-butyl) phenylvinyl) ketone. 7 g of bis (2-(4-tert-butyl) phenylvinyl) ketone and 2.2 g of phenylhydrazine were reacted in acetic acid for 4 hours. After cooling, the product was purified to give 1-phenyl-3_(4-butylstyryl)-5-(4-tert-butylphenyl) pyrazoline, mp 192-197° C. UV-VIS (ETOH.max.) 387 nm.
Example 2
[0062] Synthesis of (1-2) Compound, 1-phenyl-3-(p-methoxystyryl)-5-(p-methoxyphenyl)pyrazol
##STR00019##
The same method as in Example 1, but replacing 4-tert-butylbenzaldehyde with p-methoxybenzaldehyde to obtain 1-phenyl-3-(p-methoxystyryl)-5-(p-methoxyphenyl) Pyrazoline (I-2) compound, melting point 159° C. UV-VIS (ETOH .max.) 381 nm.
Example 3
[0063] Synthesis of a compound of formula (I-3), phenyl-3-(p-dimethylaminostyryl)-5-(p-dimethylaminophenyl) pyrazoline
##STR00020##
The same method as in Example 1, but replacing 4-tert-butylbenzaldehyde with p-dimethylaminobenzaldehyde to obtain phenyl-3-(p-dimethylstyryl)-5-(p-dimethyl aminophenyl) pyrazoline, melting point 192° C., UV-VIS (ETOH.max.) 419 nm.
Example 4
[0064] Synthesis of compound (II-1), dimethyl-2-(4-(dimethylamino) benzylidene) malonate
##STR00021##
Dissolve 15 g of 4-(dimethylamino) benzaldehyde and 14.5 g of dimethyl malonate in dichloromethane and stir. Add molecular sieve to remove water and install a calcium chloridetube to prevent water. 1 ml of piperidine and 0.6 ml of acetic acid were added, and the reaction was heated at reflux temperature for 2 hours. Fresh molecular sieves were added during the reaction. After the reaction is completed, the solvent is removed, and the dimethyl 2-(4-(dimethylamino) benzylidene) malonate (I-1) compound is obtained after acid washing and drying. The melting point is 87-88° C. UV-VIS (CH.sub.3CN max.) 384 nm.
Example 5
[0065] Synthesis of a compound (II-2), ethyl 2-ethyl-2-cyano-3-(4-(dimethylamino) phenyl) acrylate
##STR00022##
The same method as in Example 4 except that ethyl 2-cyanoacetate was used instead of dimethyl malonate to obtain ethyl 2-ethyl-2-cyano-3-(4-(dimethylamino) phenyl) acrylate ester (II-2) compound, melting point: 125-126° C. UV-VIS (CH.sub.3CN max.) 420 nm.
Example 6
[0066] Synthesis of the compound (II-3), stearyl alkyl 2-cyano-3-(4-(dimethylamino) phenyl) acrylate
##STR00023##
24 g of compound II-2 was dissolved in toluene and heated at reflux in a condensing trap at 110° C. To the toluene solution were added 27 g of stearyl alcohol and 1.5 g of p-toluenesulfonic acid. The reaction was monitored by HPLC. After the reaction was completed, it was dried by vacuum filtration to obtain compound (II-3). MS (M/Z: 468.4).
Example 7
[0067] Synthesis of a compound of formula (II-4), 2-ethyl-2-cyano-3-(4-(dimethylamino) phenyl) acrylic acid polyether ester
##STR00024##
The same method as in Example 6, Methoxypolyethylene glycol 350 was used instead of stearyl alcohol, and the product was purified by GPC to obtain 2-ethyl-2-cyano-3-(4-(dimethylamino) phenyl) acrylic acid polyether ester (II-4) Compounds
Example 8
Blue Light Blocking Composition and Film
[0068] 150 g of butyl acrylate, 95 g of methyl methacrylate, 15 g of acrylic acid, 5.8 g of blue light blocking agent, and 6 g of benzoyl peroxide were mixed in an ethyl acetate/ toluene solvent, added to a reaction vessel, and heated to 75° C. After 2 hours, an additional of 6 g benzoyl peroxide (in solvent) was slowly added dropwise, and the reaction continued for about 6 hours. The viscosity was monitored. After the reaction was completed, the temperature was lowered to room temperature After coating on a PET film and removing the solvent by drying, a blue light blocking film (100 .Math.m) containing blue light blocking agent was obtained. Measure the transmittance of blue light band at 400 nm. The results are shown in Table 1.
TABLE-US-00001 Blue light transmittance of Example 8 Light transmittance % blue light blocking agent Blue light (400 nm) transmittance % Ex. 8 blank,II-5 >80% Compound I-1, I-2, I-3, II-1, II-2 <20%
Example 9
Combination of Blue Light Blocking Agents
[0069] Table 2 shows the application of the compound of formula (I) alone, or a combination (I-1), (I-2), and (I-3), against blue light. Table 3 shows the application of the compound of formula (II) alone, or a combination of (II-1), (II-2), (II-5) against blue light. Table 4 shows the application of the combinations of (I-1), (II-1) and (II-5).
[0070] The “380-400nm absorption” in Tables 2 to 4 indicates the absorption of shorter wavelength blue light (higher energy). Basically, the greater the absorption, the better the protection against shorter wavelengths of blue light will be. The “UVA1 & 380 nm-450 nm absorption” in Table 2 indicates that it absorbs both long-wavelength UVA1 (about 340-400 nm) and blue light of 380 nm-450 nm, basically, the greater the absorption, the better the protection effect against long-wavelength ultraviolet light (UVA1) and full-band blue light. The “UVAB & 380 nm-450 nm absorption” in Tables 3 and 4 indicates that it absorbs both UVAB (about 290-400 nm) ultraviolet light and blue light in the full-band of 380 nm-450 nm, the greater the absorption, the better the protection against ultraviolet (UVAB) and full-band blue light. In Tables 2 to 4, “410 nm-450 nm absorption decreases” indicates that the absorption from 410 nm to 450 nm decreases gradually and the transmitted blue light has better color visual effects. “-” means poor effect, “+” means good effect, “++” means very good effect, and “+++” means excellent effect.
TABLE-US-00002 Combinations of compounds of formula (I) I-1 (%) I-2 (%) I-3 (%) UVA1 & 380-450 nm absorption 380-400 nm absorption 410-450 nm absorption decrease 1 100 0 0 ++ +++ +++ 2 0 100 0 ++ +++ ++ 3 0 0 100 ++ +++ ++ 4 0 40-60 40-60 +++ +++ ++ 5 40-60 40-60 0 ++ +++ +++ 6 40-60 0 40-60 +++ +++ ++ 7 30-40 30-40 30-40 +++ +++ ++
TABLE-US-00003 Combinations of compounds of formula (II) II-1 (%) II-2 (%) II-5 (%) UVAB(290-400 nm) & 380-450 nm absorption 380-400 nm absorption 410-450 nm absorption decrease 1 100 0 0 + +++ +++ 2 0 100 0 + +++ ++ 3 0 0 100 - - - 4 0 40-60 40-60 ++ +++ ++ 5 40-60 40-60 0 + +++ ++ 6 40-60 0 40-60 ++ +++ +++ 7 30-40 30-40 30-40 +++ +++ ++
TABLE-US-00004 Combinations of formula (I) and formula (II) compounds I-1 (%) II-1 (%) II-5 (%) UVAB & 380-450 nm absorption 380-400 nm absorption 410-450 nm absorption decrease 1 40-60 40-60 0 + +++ +++ 2 30-40 30-40 30-40 +++ +++ +++
[0071] The above embodiments are not to limit the scope of protection of the present invention. The various types of the present invention, as well as technical solutions obtained by equivalent or equivalent substitutions, all fall within the protection scope of the present invention.