TW201111404A - Polymers and method for forming the same, optical elements, and photoelectric devices employing the same - Google Patents

Abstract

Polymers, optical elements, and photoelectric devices employing the same are provided. The polymer comprises the reaction product of reactants, wherein the reactants comprise: (a) bisphenol fluorene derivatives monomer with the structures represented by formula (I): wherein R is H, C1-8 alkyl group, C1-8 alkoxy group, carboxyl group or halides; i is 0, or 1-5; j is 0, or 1-5; and (b) diisocyanate monomer.

Description

201111404 VI. Description of the Invention: Technical Field of the Invention The present invention relates to a polymer and an optical component and an optoelectronic device therewith, particularly relating to a high refractive index and high transmittance polymer and optical components and photovoltaics therewith Device. [Prior Art] Light Emitting Diode (LED) is widely used in various display products because of its high brightness, small size, light weight, low damage, low power consumption and long life. in. The overall luminous efficacy of a light-emitting diode (LED) is primarily affected by the wafer, the form of the package, and the packaging material. With the advancement of epitaxial technology, the internal luminous efficiency of the wafer has reached more than 90%. However, due to the influence of the package form and packaging materials, the final external light extraction efficiency of the LED is only 30%, which shows the form of the structure. The importance of the encapsulation material to the brightness of the light-emitting diode (LED). According to Snell's law, light traveling from a region with a high refractive index to a region with a low refractive index at a critical angle (relative to the surface normal direction) will traverse a region of lower refractive index. Light that reaches the surface at a critical angle will not penetrate the surface' but will experience internal total reflection (tir). In the case of led, the TIR light can persist within the LED reflection until it is absorbed. Due to this reflection phenomenon, most of the light generated by the conventional LEDs is not emitted, which reduces the efficiency of itself. For example, in the case of a white light-emitting diode (LED), the refractive index of the wafer is about 2 to 4, such as GaN (η = 2.5) and GaP (n = 3.45), which are much higher than the refractive index of the epoxy resin package 201111404. (n=14〇~153), the difference in refractive index is too large, causing total reflection to occur. 'The light is reflected back inside the wafer and cannot be effectively exported. Therefore, the refractive index of the Titan packaging material will reduce the occurrence of total reflection. Taking a white light emitting diode (LED) component of a blue light wafer/yellow YAG phosphor powder as an example, a blue light emitting diode (LED) wafer has a refractive index of 2.5, and the refractive index of the packaging material is raised from 1.7 to 1.7. At the time, the light extraction efficiency increased by nearly 3%. Therefore, it is an urgent task to improve the refractive index of the encapsulating material and reduce the refractive index difference between the wafer and the encapsulating material to improve the light-emitting efficiency. In order to solve the above problem, U.S. Patent No. 5,633,331 discloses an encapsulating material having a high refractive index obtained by blending a Huorene Carbonate polymer with p〇lySulf〇ne by introducing a polymer having a high refractive index group. , to enhance the refractive index of the packaging material. Further, U.S. Patent No. 1,087,446,159 discloses a packaging material having a high refractive index, which is a FlU〇rene monomer having an acrylic functional group.

It is prepared by a polymerization reaction of 1 to 5 and R is an acrylic group or methacrylic acid. However, because the monomer viscosity is too high, the film formation is not good, so the application of ^ is limited (such as film coating, screen printing, injection, etc. are not easy to implement). The related patents of Osaka Gas and Nippon Steel Corporation disclose that the polymer obtained by reacting a polythiol with a polyisothiocyanate has a good refractive index, and 201111404 is suitable as a packaging material for LEDs. However, the disadvantage of this polymer is that it will yellow with time. SUMMARY OF THE INVENTION One embodiment of the present invention provides a high refractive index and high transmittance polymer which is a product obtained by polymerization of a starting material comprising: (a) a bismuth derivative (bisphenol fluorene derivatives) monomers comprising a compound having the structure shown in formula (1):

Wherein R is independently and is hydrogen, Cw alkyl, C)-8 alkoxy, carboxyl, or halogen; i and j are each independently and are 〇 or an integer from 1 to 5; and (b) Diisocyanates monomer. Another embodiment of the present invention provides an optical component comprising the above-described high refractive index and high transmittance polymer, the optical component comprising a packaging material, a transparent substrate, a lens, or a functional film. Yet another embodiment of the present invention also provides an optoelectronic device comprising the optical component described above, the optoelectronic device comprising a light emitting diode, a solar cell, a semiconductor device, or a display device. In the following, the present invention is not limited by the scope of the invention, but the scope of the invention should be determined by the scope of the appended claims. [Embodiment] The present invention discloses a polymer having a high refractive index and a high transmittance, a method for producing the same, and an optical element and an optoelectric device including the same. The polymer having high refractive index and high transparency as described in the present invention is a product obtained by polymerization of the following starting materials, and the starting materials include:

(8) A bisphenol fluorene derivative monomer 'comprises a compound having a structure as shown in the formula (I):

HO—(CH2CH2〇) ^i\^(0CH2CH2)—〇H

Formula (I) wherein R is each independently and is hydrogen, a C 8 alkyl group, an alkoxy group 'carboxy group, or a dentate element; and the oxime is independently an integer of 〇 or 1-5. It is worth noting that when R is an alkyl group (for example, fluorenyl, propyl, butyl), since the bisphenol fluorene derivatives monomer has a burn-in substitution based on a stupid ring, the compound pair can be increased. The solubility of the organic agent, thus modulating a high solids high refractive index gelatinous material; and (b) a diisocyanates monomer. According to an embodiment of the present invention, wherein the ratio of the molar number of the (a) bisphenolphthalein derivative monomer to the molar number of the (b) diisocyanate monomer is greater than 201111404 or equal to 0.1, preferably Between 0.2-1. According to an embodiment of the present invention, the (a) bisphenolphthalein derivative monomer may be

Or halogen. According to an embodiment of the present invention, the diisocyanate monomer comprises a compound having a structure as shown in formula (II): · OCN-A-NCO formula (Π), wherein A is an aliphatic or aromatic group group. In the present invention, the term "aliphatic group" means a non-aromatic structure, which may be any combination of a carbon atom and a hydrogen atom, and may be bonded to a halogen, oxygen, nitrogen, helium, sulfur or other atom. Various substituents are formed. An aliphatic group may be linear, branched, or cyclic, and may contain one or more unsaturated groups, such as double bonds and/or triple bonds; the term "aromatic group" refers to a single ring. Or a hydrocarbon aromatic ring of a polycyclic system, for example: phenyl, anthracenylphenyl, naphthyl, 8 201111404 tetrahydronaphthyl, biphenyi, phenanthryl, anthracyl Wait. In addition, the aromatic ring may have one or more hetero atoms (such as nitrogen, oxygen, sulfur) to form a heteroaromatic ring, such as pyridyl, furyl 'thienyi, imidazolyl. (imidazolyl). Further, in accordance with certain embodiments of the present invention, the (b) diisocyanate monomer may comprise: an aliphatic diisocyanate monomer, an alicyclic monoisophthalic acid S, an early body, a square An araliphatic diisocyanate monomer, an aromatic diisocyanate monomer, or a mixture thereof. The aromatic diisocyanate monomer may comprise 2,4 and 2,6-nonyl diisocyanate (TDI), all hydrogen to 2, 4, one and one 4,4, and diphenyl sulfonate. Isocyanate (HMDI), 4,4'-2,4,1 and 2,2,diphenyldecane diisocyanate (MDI), naphthalene-1,5-diisocyanate (NDI), phenylene diisocyanate ( PPDI), 2,3,5,6-tetradecyl-1,4-diisocyanate benzene, 3,3'-didecyl- 4,4,diisocyanatobiphenyl (T〇 Di), or a mixture thereof. The alicyclic diisocyanate monomer may comprise dicyclohexyldecane diisocyanate (H! 2MDI), 1-isocyanato-3,3,5-trimethyl-5-isocyanato ruthenium Base-cyclohexane (IPDI), cyclohexane-I,3 - and -1,4-diisocyanate (CHDI), 1,3 - and 1,4-di(isocyanatoinyl)-cyclohexane (H6XDI), 1,3 - and 1,4-bis(isocyanatoindenyl)cyclohexane (BIC), or a mixture thereof. The araliphatic diisocyanate monomer comprises iota, 6-hexamethylene diisocyanate (HDI), 1,12-dialin diisocyanate, 2, 2, 4 and 2, 4 , 4-trimethyl-I,6-hexamethylenediisocyanate (TMDI), 2-methyl-5 201111404 methylene-1,5-diisocyanate, 1,4-diisocyanato- 2, 2,6 - Dimethylcyclohexane (TMCDI), lysine- and lysine ester guanidinium diisocyanate or a mixture thereof. The aromatic fatty acid (araliphati C) diisocyanate monomer comprises 1,3 - and 1,4 - tetramethylbenzene dimethylene diisocyanate (TMXDI), m- and p-xylylene diisocyanate (XDI), or a mixture thereof. According to other embodiments of the present invention, the polymer having high refractive index and high transparency may comprise (a) bisphenoxa fluorene derivatives monomer, (b) diisocyanate. (dUs〇cyanates) a product obtained by carrying out a polymerization reaction of a monomer, and a starting material such as (c) a glycol monomer. Wherein the molar ratio of the (a) bisphenolphthalein derivative monomer to the (c) glycol monomer to the (b) diisocyanate monomer molar ratio is greater than or equal to 1, or In 1-5 rooms. According to an embodiment of the present invention, the diol monomer may comprise a compound having a structure as shown in formula (III):

_S—S~^- X are each independently and halogen, and R is independent of each other and is a base of nitrogen, C]_8, an alkoxy group, a slow base, or a γ element, and n is equal to 1 or 2. Further, the diol monomer may also contain a compound having a structure as shown in the formula (IV): 201111404 (HO) 2Q(COOH)m Formula (IV), wherein the Q system is a C2_12 straight chain or a branch The hydrocarbon group, m is an integer of 0, or 1 to 4. The diol monomer meeting the above may be, for example, Bisphenol A, TBBPA, Bisphenol B, Bisphenol E, Bisphenol F), Bisphenol S, 3,3'-dihydroxydiphenyl disulfide, ethylene glycol, propylene glycol, butanediol, pentanediol, hexanediol, cyclohexanediol, cyclohexyl Cyclohexyldimethanol (CHDM), octanediol, neopentyl glycol (NPG), trimethylpentanediol (TMPD), benzophenone, benzoquinone, hydroquinone, Diethylene glycol, triethylene glycol, dipropylene glycol or tripropylene glycol, dihydroxymethyl propionic acid (DMPA), dihydroxymethyl propionic acid (DMBA), tartaric acid or a mixture thereof or the halogen compound of the above compound derivative. In addition, in order to increase the flexibility of the polymer, polyethylene glycol (PEG, preferably having a molecular weight of less than 1000, such as PEG-200, • PEG-600) may be introduced during the synthesis of the reaction stage to avoid the polymerization. The film of the material is cracked. According to still another embodiment of the present invention, the starting material may further comprise a hardener, wherein the hardener comprises a compound having a structure as shown in the formula (V) > 11 201111404

Wherein R is each independently and is hydrogen, an alkyl group of Cu, an alkoxy group of CN8, a fluorenyl group, or a halogen. In addition, the hardener may further comprise an acid anhydride such as cis-l, 2,3,6-Tetrahydrophthalic anhydride. . Since the hardener used also covers the bisphenol fluorene structure, the refractive index can be further increased. One of the main technical features of the present invention is a monomer having a small volume and a high refractive index, a south heat resistant alcoholic group of bisphenol fluorene derivatives and a diisocyanate (for example: TDI, MDI, IPDI, HDI or the like) is polymerized, and further polymerization may be carried out by adding a glycol monomer having a gas, a bromine or a sulfur atom to increase the refractive index and the thermal polymerization efficiency. In addition, a diol-forming product having a carboxylic acid functional group (for example, tartaric acid, DMPA) is introduced into the polymerization reaction, and the main function is to provide the obtained polymer to be thermally cured with a hardener in the latter stage process (therm°) In addition, the present invention also provides a method for producing the above high refractive index and high transmittance polymer, comprising the steps of: mouth preparation - composition 'The composition comprises the above (a) bisphenolphthalein derivative (bisphenol fluorene derivatives) monomer, and a long-term phthalocyanate 12 201111404 (diisocyanates) monomer, or may further comprise (C) a glycol monomer, and a thermal initiator. Next, the composition is heated to carry out a polymerization reaction to obtain the high refractive index and high transmittance polymer. Additionally, a hardener may be added to the composition prior to heating the composition. It is worth noting that since the above reaction is used as a monomer and a bisphenol fluorene derivative monomer as a reactive monomer, and the diol monomer itself has excellent solvent ability, when preparing the reaction composition, Increase the solids content and even eliminate the need for additional solvents. In other words, the above composition may not contain other organic solvents which do not participate in the polymerization. Therefore, when the above composition is subjected to polymerization (or solidification), the film thickness of the obtained polymer can be drastically changed when the film is volatilized. The high refractive index and high transmittance polymers of the present invention are illustrated by the following examples to further illustrate the technical features of the present invention. Synthesis of High Refractive Index and High Transmittance Polymers Table 1 series exemplifies the bisphenol fluorene derivatives used in the synthesis of high refractive index and high transparency polymers in accordance with various embodiments of the present invention. The chemical structures of the diisocyanates and diol monomers are detailed in the table. Real bisphenolphthalein derivative monomer diisocyanate monoglycol monomer body number 13 201111404

14 201111404

,COOH HO'

DMPA 8 9 10 11 12

F9Ph

F9Ph

HO

F9Ph

HO

F9Ph

NCO

HO

Br Br

Br B] TBBPA

OH

OCN

MDI

MDI

OCN

NCO

IPDI

Benefit * **N

HO

Br Br

C- Br B] TBBPA

OH

Br HO

c

OH

Br Ba TBBPA

PEG-600

Bisphenol S

PEG-600 15 201111404

To further illustrate the preparation of the organic compound of the present invention, the preparation of the polymers described in Examples 1, 2, 4, 5, 7, 9' and 11-13 will be specifically described below. Example 1 O.lmole F9PEO powder was placed in a 500 ml reaction flask, and a solvent of r-butyro-lactone (GBL) (solid content of about 30%) was added and nitrogen gas was introduced for 30 minutes. Stir well and dissolve it, and the dissolution temperature is about 90. (:. Next, use the dropping funnel to add the IPDI of 〇.lm〇le to the reaction flask until the content of isocyanate (_NCO) disappears (detected by IR every 30 minutes), then the reaction can be stopped (reaction time) About 16 hours). Here, 16 201111404 The molar ratio of the F9PEO to the IPDI is 1:1. Then, the polymer obtained by GPC measurement has a molecular weight of Mw=7240, Mn=3485, and Mw. /Mn = 2.07. The reaction formula of the above polymerization reaction is as follows:

Next, the polymer composition (5 g) was added to a hardener (〇.25 g) before curing and baked in an oven at 100 ° C for 1 hour to form a 1 mm film. After the measurement, the refractive index of the film was found to be 1.56. Here, the hardener comprises O.Olmole F9PG (4.62 g) and an acid anhydride (cis-1,2,3,6-tetrahydrophthalic anhydride) dissolved in 40 g of γ-butyrolactone solvent ( 1.52 g).

0 17 201111404 F9PG cis-1,2,3,6-tetrahydrophthalic anhydride Example 2 Take 0.05 mole of F9PEO and 0.05 mole of DMPA in

500ml reaction bottle, add r-butyro-lactone (GBL) solvent (solid content is about 30%), and pass nitrogen gas for 30 minutes, stir and dissolve to dissolve, the dissolution temperature is about 1 L〇°C. A few drops of thermal stabilizer CHINOX TP-10H (Taiwan double bond chemical) were added to prevent yellowing during synthesis. Next, the IPDI of mole. 1 mole was added to the reaction flask using a dropping funnel until the content of isocyanate (-NCO) disappeared (detected by IR every 30 minutes), and the reaction was stopped (reaction time was about 5 hours). ), the reaction can be stopped. Here, the F9PEO, the molar ratio of the DMPA to the IPDI is 1:1:2. Next, the polymer obtained by GPC measurement was used to measure the molecular weight.

Mw = 8008, Mn = 3782, and Mw / Mn = 2.11. The reaction formula of the above polymerization reaction is as follows:

η > 1 18 201111404 Next, the polymer composition (5 g) was added to a hardener (0, 25 g) before curing and baked in a 100 C oven for 1 hour to form a 1 mm film. After the measurement, the refractive index of the film was found to be 1.57. Here, the hardener comprises O.Olmole F9PG (4.62 g) and an acid anhydride (cis-1,2,3,6-tetrahydroorthocolethane anhydride) dissolved in 40 g of γ-butyrolactone solvent ( ι·52 g). Example 4: 0.05 mol of F9PEO and 〇〇5m〇ie of Bisphenol S were placed in a 500 ml reaction flask 'addition of r-butyro-lactone (GBL) solvent (solid content about 30%) And nitrogen gas was passed through for 30 minutes, and it was uniformly stirred to dissolve, and the dissolution temperature was about 9 ° C. A few drops of heat stabilizer CHINOXTP-10H were added to prevent yellowing during synthesis. Next, the IPDI of O.lmole is added to the reaction flask by using a dropping funnel until the content of isocyanate (-NCO) disappears (detected by ir every 3 minutes), then the reaction can be stopped and the reaction can be stopped. The reaction was stopped here, and the molar ratio of the F9PEO, the Bisphenol S to the IPDI was 1:1:2. Next, the molecular weights Mw = 11774, Mn = 6419, and Mw / Mn = 1.82 were measured by GPC measurement, and the reaction formula of the above polymerization reaction was as follows: 201111404

Next, the polymer composition (5 g) was added to a hardener (0.25 g) before curing and baked in an oven for 1 hour to form a film of 1 mm. After the measurement, the refractive index of the film was found to be 1.57. Here, the hardener comprises O.Olmole F9PG (4.62 g) and an acid anhydride (cis-1,2,3,6-tetrahydroorthocolethane anhydride) dissolved in 40 g of γ-butyrolactone solvent ( 1.52 g). _ Example 5 Take 0.03 mole of F9PEO, 0.03 mole of Bisphenol S and 0.04 mole of DMPA in a 500 ml reaction flask, and force into the solvent of r-butyro-lactone (GBL) (solid content) About 30%), and nitrogen gas was introduced for 30 minutes, and it was uniformly stirred to dissolve, and the dissolution temperature was about 1 Torr. Hey. A few drops of thermal stabilizer CHINOX TP-10H was added to prevent yellowing during synthesis. Next, 0.1 lmole of IPDI was added to the counter 20 201111404 via a dropping funnel until the content of isocyanate (-NCO) disappeared (detected by IR every 30 minutes), then the reaction was stopped. stop. Here, the F9PEO, the Bisphenol S, the molar ratio of the DMPA to the IPDI is 3:3:4:11. Next, the polymer obtained by GPC measurement was found to have a molecular weight of Mw = 69334, Mn = 2980, and Mw / Mn = 2.32.

The reaction formula of the above polymerization reaction is as follows:

Next, the polymer composition (5 g) was added to a hardener (〇, 25 g) before curing and baked in an oven for 1 hour to form a 1 mm film. After the measurement, the refractive index of the film was found to be 1.57. Here, the hardener comprises O.Olmole F9PG (4.62 g) and an acid anhydride (cis-1,2,3,6-tetrahydrophthalic anhydride) dissolved in 40 g of γ-butyrolactone solvent ( 1.52 g). Example 7: 0.03 mole of F9PEO, 0.01 mole of TBBPA, and 0.04 mole 21 201111404 of DMPA were placed in a 500 ml reaction flask, and a solvent of r-butyro-lactone (GBL) was added (the solid content was about 30%), and nitrogen gas was introduced for 30 minutes, and it was uniformly stirred to dissolve, and the dissolution temperature was about 100 °C. A few drops of thermal stabilizer CHINOX TP-10H was added to prevent yellowing during synthesis. Next, the IPDI of mole. 1 mole was added to the reaction using a dropping funnel.

In the bottle, until the content of isocyanate (_NCO) disappears (detected by IR every 30 minutes), the reaction can be stopped and the reaction can be stopped. Here, the ratio of the molar ratio of the F9PEO, the TBBPA, the DMPA and the IPDI is 3:1:4:10. The reaction formula of the above polymerization reaction is as follows:

C00H DMPA

n>0

Next, the polymer composition (5 g) was added to a hardener (0.25 g) before curing and baked in an oven at 100 ° C for 1 hour to form a 1 mm film. After the measurement, the refractive index of the film was found to be 1.59. Here, the hardener comprises O.Olmole F9PG (4.62 g) and an acid anhydride (cis-1,2,3,6-tetrahydrophthalic anhydride) dissolved in 40 g of γ-butyrolactone solvent ( 1.52 g). 22 201111404 Example 9 The F9Ph of O.lmole was placed in a 500 ml reaction flask, and the solvent of r-butyro_lactone (GBL) was added (solid content was about 35%), and nitrogen gas was introduced for 30 minutes. The mixture was uniformly stirred to dissolve, and its dissolution temperature was about 45 °C. A few drops of thermal stabilizer CHINOX TP-10H was added to prevent yellowing during synthesis. Next, the MDI of O.lmole was added to the reaction flask using a dropping funnel until the content of the isocyanato group (-NCO) disappeared (detected by IR every 30 minutes), and the reaction was stopped, and the reaction was stopped. Here, the F9Ph and the MDI molar ratio are 1:1. The reaction formula of the above polymerization reaction is as follows:

Next, the polymer composition (5 g) was added to a hardener (0.25 g) before curing and baked in an oven at 1 ° C for 1 hour to form an imm film. After the measurement, the film had a refractive index of 1.59. Here, the hardener comprises 23 201111404 O.Olmole F9PG (4.62 g) dissolved in 40 g of γ-butyrolactone solvent and an acid anhydride (cis·1,2,3,6-tetrahydrophthalic anhydride) ) (1.52 grams). Example 11 0.05 mol of F9Ph and 0.04 mol of hydrazine were placed in a 500 ml reaction flask, and a solvent of r-butyro-lactone (GBL) (solid content of about 35%) was added. Nitrogen gas was introduced for 30 minutes, and the mixture was uniformly stirred to dissolve, and the dissolution temperature was about 45 °C. A few drops of thermal stabilizer CHINOX TP-10H was added to prevent yellowing during synthesis. After thorough stirring, PEG 600 was added to Rue-Olmole and the reaction flask was purged with nitrogen for 30 minutes. The supplier's 0.1 M MDI was added to the reaction flask using a dropping funnel until the content of isocyanate (-NCO) disappeared (detected by IR every 30 minutes), and the reaction was stopped to stop the reaction. The PEG600 added to the partial soft chain mainly controls the softness of the polymer material to prevent the material from cracking during the film formation process. The reaction formula of the above polymerization reaction is as follows 24 201111404

HO

MDI PEG-600

5-6-

n > 0 Next, the polymer composition (5 g) was added to a hardener (〇.25 g) before curing and baked in a 100 C oven for 1 hour to form a ljnm film. After the measurement, the film had a refractive index of 159. Here, the hardener comprises 〇〇lm〇le F9pG (4 62 g) and an acid anhydride (cis-1,2,3,6-tetrahydrophthalic acid) dissolved in 40 g of γ-butyrolactone solvent. Acid needle) (U2 grams). Example 12

Take 0.05mole of F9Ph, and 〇.〇5m〇le of Bisphenol S into a 500ml reaction bottle 'addition of r-butyro-lactone (GBL) solvent (solid content is about 35%), and pass Nitrogen gas was introduced for 30 minutes, and the mixture was uniformly stirred to dissolve, and the dissolution temperature was about 45. (: and add a few drops of heat stabilizer CHINOXTP-10H to prevent yellowing during synthesis. After thorough stirring, add 0.01 mole of PEG600 to the reaction flask and pass nitrogen for 30 minutes. Then, use a dropping funnel to make 0.05 mole. The MDI and 0.05 mole IPDI 25 201111404 were added to the reaction flask until the content of isocyanate (-NCO) disappeared (detected by IR every 3 minutes), and the reaction was stopped. The F9Ph, the Bisphenol S, the The molar ratio of MDI to IPDI is =1:1:1:1. Then 'the polymer composition (5g) is added to the hardener (0.25g) before curing and baked in an oven at 100 °C. After the measurement, it was found that the film had a UV transmittance and a refractive index of 86% and 1.573, respectively. Here, the hardener contained O. dissolved in 40 g of γ-butyrolactone solvent. Olmole F9PG (4.62 g) and anhydride (cis-1,2,3,6-tetrahydrophthalic anhydride) (1.52 g). Example 13 Take 0.06 mole of F9Ph, and 0.04 mole of PEG200 in 500ml reaction bottle, adding r-butyro-lactone (GBL) solvent (solid content is about 35%), and passing nitrogen for 30 minutes Stir, stir evenly to dissolve, the dissolution temperature is about 45 ° C. Add a few drops of thermal stabilizer cmNoxTP-Hm to prevent yellowing during synthesis. After thorough stirring, use 0.09 mole of MDI and the dropping funnel The IPDI of O.Olmole is added to the reaction flask until the content of isocyanate (-NCO) disappears (detected by IR every 30 minutes), and the reaction can be stopped to stop the reaction. The F9Ph, the PEG200, the The molar ratio of MDI and IPDI is =6:4:9:1. The reaction formula of the above polymerization reaction is as follows: 26 201111404

HO

F9Ph

l m PEG-200

Next, the polymer composition (5 g) was added to a hardener (0.25 g) in a 丨00t container before buffing! Hours and made into a film. After the measurement, it was found that the film had a uv penetration and a refractive index of 95% 615, respectively. The relationship between the vertical wavelength and the penetration penetration is shown in Figure 1. Here, the hardener comprises F9PG (4.62 g) of 0'〇lm°le and an acid anhydride (cis), 2,3,6-tetrahydrophthalic anhydride (1.52 g) dissolved in 4 In the solvent of kebbutin. Further, the above polymer is formed into a film attached to a silver substrate, and baked at a temperature of 丨 之. Next, after the test piece was placed in a solution of -4 aqueous solution of water for 3 minutes, no red ink was observed to penetrate into the film. This means that the polymer has excellent adhesion. In summary, the present invention utilizes a molecular structure design method to introduce a passivation polymerization of a bisphenolphthalein derivative monomer having a refractive index (for example, F9ph, F9pE〇) and a derivative having an isocyanate functional group. In this way, a polymer material having a refractive index is synthesized. In addition, step 27 201111404 adjusts the refractive index of the material by adding a bisphenol or glycol containing a hetero atom group of sulfur or bromine. Furthermore, in certain embodiments of the invention, a PEG oligomer having a soft chain is also used as the diol to balance the flexibility of the overall polymer; or a hardener having a double enthalpy structure is added to strengthen For heat and hardness. The polymer of the present invention has high heat resistance, high adhesion, low yellowing property and high film forming property in addition to high refractive index and high light transmittance, and can be used as a packaging material, a transparent substrate, and a lens. (for example: Fresnel lens), or optical components such as functional films, more in line with luminescent Lu diodes, solar cells (eg concentrator photovoltaics, semiconductor devices, or displays) The application of optical components such as devices is required. Although the present invention has been disclosed in the above embodiments, it is not intended to limit the invention, and those skilled in the art can make some changes without departing from the spirit and scope of the invention. And the scope of protection of the present invention is based on the definition of the scope of the patent application. 28 201111404 [Simple Description of the Drawing] FIG. 1 is the transmittance and wavelength of the polymer film obtained in Example 13. Diagram of [Principal component symbol description] Benefit. φ

29

Claims (1)

201111404 VII. Patent application scope: 1. A high refractive index and high transmittance polymer, which is a product obtained by polymerization of the following starting materials, the starting materials include: (a) bisphenol fluorene derivatives ) a compound containing a structure as shown in the formula (1): ho - (ch2ch2〇) Formula (I), wherein R is each independently and is nitrogen, a burnt group, alkoxy group of Ci_8, a carboxyl group, or a halogen; and i and j are each independently and are an integer of 〇 or 1 to 5; b) Diisocyanates monomer. 2. The high refractive index and high transmittance polymer according to claim 1, wherein the diisocyanate monomer comprises a compound having a structure as shown in formula (II): OCN-A-NCO Formula (II), wherein A is an aliphatic or aromatic group. 3. The high refractive index and high transmittance polymer according to claim 1, wherein the diisocyanate monomer comprises an aliphatic diisocyanate monomer, an alicyclic diisocyanate monomer. A body, an aromatic araliphatic diisocyanate monomer, an aromatic diisocyanate monomer, or a mixture thereof. 4. The polymer of high refractive index and high transmittance 30 201111404 according to claim 1, wherein the diisocyanate monomer comprises dicyclohexyldecane diisocyanate (HnMDI), 1,6-six. Methyl diisocyanate (HDI), 2_indolylpentainyl-1,5-diisocyanate, 2,2,4- and 2,4,4-tridecyl-1,6-hexamethylene diisocyanate (tmdI), 1,12 - dodecanyl-isocyanuric acid, cyclohexanol-1,3 - and a 1,4-diisocyanate (CHDI), 1-isocyanate-3,3, 5-Trisylamino-5-isocyanatoindenyl-cyclohexane (IPDI), perhydrogen-2,4,_ and _4,4,diphenyldecane diisocyanate (HMDI), 1,4 - Diisocyanato- 2,2,6-trimethylcyclohexane (TMCDI), m- and p-phenylenedifluorene diisocyanate (XDI), 1,3 - and 1,4-tetramethylbenzene Di-indenyl diisocyanate (TMXDI), 1,3 - and 1,4-di-(isocyanatodecyl)-cyclohexane (H6XDI), 2,4- and 2,6-nonyl diisocyanate (TDI), 4,4,-2,4,- and 2,2'-diphenyldecane diisocyanate (14)〇1), Diisocyanate (PPDI), 2,3,5,6-tetramethyl-I,4-diisocyanatobenzene, naphthalene-1,5-diisocyanate (NDI), 3,3, fluorenyl a 4,4, diisocyanate φ root combined with stupid (Ding 01) 1), lysine mono and lysine ester diisocyanate, 1,3 - and 1,4 - di (isocyanato ruthenium) Base) cyclohexane (BIC), or a mixture thereof. 5. The high refractive index and high transmittance polymer according to claim 1, wherein the (a) the bisphenol quinone derivative monomer has a molar number and the (b) diisomeric acid § The ratio of the molar number of the monomer is greater than or equal to 0.1. 6. The high refractive index and high transparency polymer of claim 2, wherein the starting material further comprises: (c) a glycol monomer. 7. The polymer of high refractive index and high transmittance 3 201111404 as claimed in claim 6, wherein (a) the total of the bisphenolphthalein derivative monomer and the (C) glycol monomer The molar ratio of the molar number to the (8) diiso-gas acid s monomer is greater than or equal to 1 ' or between 1-5. 8. The high refractive index and high transmittance polymer according to claim 6, wherein the glycol monomer comprises a compound having a structure as shown by the formula (πι): Or independently, n=l, wherein, lanthanide is, I '\~~S-S-Bu _, X series are independent and are _ prime, R series are each hydrogen, c] _8 alkyl , alkoxy group of Cl. 8, carboxyl group, or dentate or 2. 9. The high refractive index and high transmittance polymer according to claim 6, wherein the diol monomer comprises a compound having a structure as shown in formula (IV): _2q (C〇) 〇h, formula (IV) wherein Q is a linear or branched hydrocarbon group of Cm, and m is an integer of 〇, or 1 to 4. 10. High refraction as described in claim 6 Rate and high transmittance polymer, wherein the diol single system is selected from bisphenol A (BisPhenol A), tetrabromobisphenol A (TBBpA), bisphenol B (Bisphen〇i B), bisphenol E (BiSphenol E), bisphenol F (Bisphen〇1 F), bisphenol 32 201111404 S (Bisphenol S), 3,3'-di-diphenyldiphenyl disulfide, ethylene glycol, polyethylene glycol, propylene glycol, Butylene glycol, pentanediol, hexanediol, cyclohexanediol, cyclohexyldimethanol (CHDM), octanediol, neopentyl glycol (NPG), trimethylpentanediol , TMPD), benzophenone, benzene, benzene, diethylene glycol, triethylene glycol, dipropylene glycol or tripropylene glycol, dihydroxymethyl propionic acid (DMPA), dihydroxy decyl propyl (DMBA), tartaric acid, or a group of the above-mentioned compounds having a halogen substituent. 11. The high refractive index and high transmittance polymer according to claim 6, wherein the starting material is more A hardener is included, wherein the hardener comprises a compound having a structure as shown in formula (V): An oxy group, a slow group, or a halogen. 12. An optical component comprising the polymer of claim 1 of the patent application. 13. The optical component of claim 12, wherein the optical component comprises a packaging material, a transparent substrate, a lens, or a functional film. 14. An optoelectronic device comprising the optical component of claim 33 201111404 of claim 12. 15. The photovoltaic device of claim 14, wherein the photovoltaic device comprises a light emitting diode, a solar cell, a semiconductor device, or a display device. 16. A method of making a high refractive index and high transmittance polymer comprising: ^ formulating a composition comprising: (8) a bisphenol fluorene dericative derivative monomer comprising: I) Compound of the structure shown: HO—(CH2CH2〇) Formula (I Wherein R is each independently hydrogen, a C alkyl group, Cu alkoxy group, a carboxyl group, or a halogen; and i and j are each independently and are an integer of 〇 or 丨~(7); a diisocyanates monomer; and a polymerization of the composition to obtain the high refractive index and high transparency polymer. 17. High refractive index and high transparency as described in claim 16 of the patent application. A method of producing a substance, wherein the composition comprises an organic solvent which does not participate in the polymerization reaction. 18. A method of producing a high refractive index and high transmittance polymer as described in claim 16 of the May patent scope, which comprises the composition further comprising a starter. The method for producing a high refractive index and high transmittance polymer according to claim 16, wherein the composition further comprises: (c) a glycol monomer. 20. The method of producing a high refractive index and high transmittance polymer according to claim 16, wherein the composition further comprises a hardener. 35