SU759530A1 - 1-hydroxymethyldibenzofuran methacrylic ester (co)polymers for producing organic glass - Google Patents

Description

The invention relates to new polymers, specifically to homopolymers and copolymers of 1-hydroxymethyldibenzofuran methacrylic ester of the general formula

C-0

sn.

n or sn _e ;

phenyl, halo-phenyl, carbalkoxyl, C ^ -C ₆ ;

33-100 mol. %

0-67 ml.% 1

ten

15

where K X

w η

with a molecular weight of (1-8) · 1θ ’for the manufacture of organic glass.

Optical industry for the development of optical systems based on organic glasses needed poly- 25 measures with different n, including n _in within 1,60-1,63.

Known (co) polymers of methacrylic esters of armored aryloxye-substituted benelyl alcohols GmebasA / c)

having refractive indices from 1,600 to 1,630 [1].

One of the advantages of organic glass-based polymers is the low weight of products compared to products from inorganic glasses. In this regard, the disadvantage of MEBAS (co) polymers is their high density, compared to other organic polymers (1.38-1.66 g / dI

The purpose of the invention is to obtain a transparent colorless polymers with a refractive index in the range of 1, -601,63, having a density of 1.16-1.27 g / cm

The stated objectives are answered by (co) polymers of general formula 1, containing in their composition the units of 1-hydroxymethyldibenzofuran methacrylic ester

R

SNDOSOS--SI _g

Such compounds are well combined with many other vinyl poly ³ 759530 4

measures and easily polymerize or copolymerize in the presence of radical initiators with the formation of glassy polymers with a refractive index in the range of 1.601.63. To obtain homogeneous, bubble-free polymers, the monomer mixture should be evacuated before polymerization, preferably to facilitate the escape of air bubbles, at elevated temperatures. Therefore, in order to prevent premature polymerization, the use of high-temperature peroxides, such as dicumyl and di-tert-butyl peroxides, is preferred for initiation.

Uniform without inclusions (co) polymers can be used to make organic optical glasses with refractive indices within 1.60-1.63 and density 1.18-1.27 g / cm ³ .

Example 1. A mixture of 12.0 g of 1-hydroxymethyl dibene-furan methacrylate (ΰ) and 0.06 g of dicumyl peroxide is heated to melting (40 ° C) and thoroughly mixed and poured into a polymerization mold. The form is placed in a vacuum cabinet heated to 40–50 ° C and pumped out until the release of air bubbles stops. The cabinet is filled with inert gas, heated to 85 ° C and held for 10 hours, then the temperature is stepped up to 120® C for 4 hours and kept in the Form with the sample at this temperature for 6 hours. A sample of the polymer of the formula cooled to room temperature is removed 1, where ^ 0 t "100, η" 0. >

Example 2. From a mixture of 10.5 g of the compound of formula L, 4.2 g of styrene and 0.075 g of di-tert-butyl peroxide under the conditions of example 1, a copolymer of formula 1 is obtained, where K is Η; x _ phenyl; 'sh-50; n = 50 Example 3. A mixture of 8.8 g of the compound of the formula d, 9.5 g of butylMetacrylate and 0.09 g of peroxide dicou 20 mil under the conditions of example 1 is obtained a copolymer of formula 1, where K is CH _E '

X - SOOS ₄ H ₉ ; t = 33 mol.%; η = 67 mol.%.

Similarly receive copolymers with other monomers.

25 Properties homoPolymers and copolymers corresponding to the formula 1, are given in table. one.

Table 1

Mixture, " The composition of the initial mixture of monomers, mol.% Λ External view Density, g / cm? Index of refraction, ^P T> Molecular mass Microhardness, kg / mm ² one Methacrylate ester 1-ok- Transparent Simethyldibenzofurana - Ny 100 colored 1.27 1.632 8.1 · 10 ^e 35 2 Methacrylate ester 1-ok- simethyldibenzofurana - TO 50 Also 1.18 1,623 1,3 · 10 ^e 31 Styrene - 50 '3 Methacrylate ester 1-ok- Simethyldibenzofurana - ZZ 1.22 1,598 4.5 / 10 ° 24 Butyl acrylate - 67

In tab. ’Ί shows the properties of op in comparison with known glasses

55 glasses made from bromine-containing polymers

of the proposed polymers (see tab.1) MEBAS. / Z /

759530

table 2

Glass composition Colour Indicator . refractions Light transmission, % (thickness 4 mm) Microhardness, kg / mm Specific impact strength ₂ kg - cm / cm Density, g / cm / Mixture number 1 Colorless ( 1.632 81 35 1.1-1.2 1.27 Mixture number 2 - ⁿ 1,623 84 31 0.7-1.1 1.18 Mixture number 3 1,598 79 24 2.6-3.2 1.22 4- (4-Bromophenoxy) -benzylmethacrylate + styrene (23%) 1,620 82 23 0.5-1.0 • 1.38 2- (4-Bromophenoxy) -5-Bromobeneylmethacrylate (100%) _- 11 _ 1,629 80 thirty 0.4-1.2 1.66

Claims (1)

Claim As follows from the data table. 1, the proposed (co) polymers of 1-hydroxymethyldibenzofuran methacrylate ether 30 of formula I are colorless, transparent, have a refractive index in the range of 1.60-1.63, a density in the range of 1.18-1.27 g / cm ^ and have good mechanical properties, 35 in particular hardness. They can be used to produce organic glasses with a refractive index of 1.60-1.63. As follows from the table. 2, orgaii-. Compared to the known polymers, the glasses from the proposed polymers ⁴ θ have a much lower density with equal optical and mechanical properties. They have a higher hardness, and, of course, are less susceptible to abrasion and scratching as compared to plexiglass (polymethyl methacrylate, polystyrene) widely used in the optical industry, 50 so little known, made from new polymers (polycarbonate, (co) polymers MEBAS). (Co) polymers of 1-hydroxymethyldibenzofuran methacrylic ester of the general formula (-s-sn ₂ M <g-sn ₂ \ s ^x I about ( si ₂ sho where K N or CH _a ; X phenyl, halo-phenyl, carbonalkoxy-C (,, t "33-100 mol.%; Η · 0-67 mol.%;, with a molecular weight of (1-8) * 10 ^Oe for the manufacture of organic glass.