CN1020129C - Plastic lens having high-refractive index and its method for preparation of the lens - Google Patents
Plastic lens having high-refractive index and its method for preparation of the lens Download PDFInfo
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- CN1020129C CN1020129C CN 89101861 CN89101861A CN1020129C CN 1020129 C CN1020129 C CN 1020129C CN 89101861 CN89101861 CN 89101861 CN 89101861 A CN89101861 A CN 89101861A CN 1020129 C CN1020129 C CN 1020129C
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- plastic lens
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Abstract
The present invention relates to a process for preparing plastic lenses having a high-refractive index comprising forming a mixture containing one or more polyisocyanate compounds; one or more active hydrogen compounds selected from the group consisting of a polyol compound having no sulfur atom, a polyol compound having at least one sulfur atom, and a polythiol compound having at least one sulfur atom in addition to the sulfur atom contained in mercapto group and at least one internal releasing agent and then casting and polymerizing the mixture.
Description
The present invention relates to plastic lens and manufacture method thereof, relate in particular to and have high refractive index, the preparation method of the plastic lens of high surface accuracy and good optical property.
Before the present invention, be used as the raw material for preparing plastic lens such as the composition of two (allyl carbonate) (being abbreviated as DAC hereinafter) of diglycol, PMMA, polycarbonate or the like.In known method, the demolding performace when using a kind of inner pattern releasing agent applicable to improve these raw material moldings adds phosphoric acid fourth fat among the DAC for this reason.Yet the surface of the moulding article that makes like this can have damage.(referring to Seiichi Mima, " Polymer Digest ", 3,39(1984) or the like).
In molded polyurethane and S-alkylthio carbamate lens, be quite difficult in mould, deviating from eyeglass after the polymerization.In order to address this problem, the inventor has proposed following method, promptly uses the method (Japanese Laid-Open Patent Application number be 267316/1987 etc.) of external release agent and uses by the method for polyolefin resin mfg. moulding die (Japanese Laid-Open Patent Application number 236818/1987).
Yet owing to will be cast and polymerization by the lens of these resins, therefore, these release methods are still undesirable.
Because in the method for using external release agent, the finish materials of mould inner surface will partly be transferred to the surface of polymerization eyeglass and infiltrate its inside, cause the lens surface chap, be vaporific.All need to carry out the demoulding when reusing mould in addition handles at every turn.Thereby this method is complicated, and it has reduced the throughput rate of lens, also is extremely uneconomic.
In addition, in aforesaid other method, when temperature raises, can cause the polyolefin resin die deformation, the lens surface precision is reduced.Thereby this method need can not be applied to the occasion of high surface accuracy.
The present invention by provide a kind of compare with the plastic lens of existing technology have high refractive index, the preparation method of the plastic lens of good surface precision and good optical property overcomes problems of the prior art and shortcoming.
An object of the present invention is to provide a kind of water white glass lens that is applicable to glasses and camera and preparation method thereof.
Another object of the present invention provides plastic lens with high surface accuracy and good optical property and preparation method thereof.
That a further object of the present invention provides is lightweight, have plastic lens of high refractive index and preparation method thereof.
Of the present invention also have a purpose to provide good plastic lens of shock resistance and preparation method thereof.Other purpose of the present invention and an advantage part will be listed in the narration below, and another part will be become apparent by narration, or be drawn by practice of the present invention.These purposes of the present invention and advantage will particularly be realized and be obtained by what point out in the claim by some means and combination thereof.
In order to realize this purpose, at this present invention being done one briefly describes, the invention provides the method that a kind of preparation has the plastic lens of high refractive index, it comprises the potpourri that generates following component, then its casting is aggregated into lens, this potpourri contains: (a) one or more polyisocyanate compounds, (b) (it is selected from the not polyol compound of sulfur atom-containing to one or more active hydrogen compounds, at least contain the multi-thioalcohol compound that contains a sulphur atom the polyol compound of a sulphur atom and the sulphur atom in sulfydryl at least), (c) at least a inner pattern releasing agent applicable.
Lens of the present invention are in light weight, impact resistance is good, have high surface accuracy, high refraction index, good optical property, and its water white transparency, thereby be applicable to as eyeglass and camera lenses.
The present inventor finds, when before casting and polymerization, inner pattern releasing agent applicable being added in the monomer mixture, and when using a kind of glass mold, plastic lens with high surface accuracy and good optical property just can prepare on the scale of suitability for industrialized production extremely effectively, and any special demoulding processing need not carried out in the surface of mould.
To introduce the preferred embodiments of the invention below in detail with as a reference.The example that is applicable to the inner pattern releasing agent applicable of the inventive method comprises: fluorine-containing non-ionic surfactant, siliceous non-ionic surfactant, alkyl quaternary ammonium salts, acid phosphoric acid ester, whiteruss, paraffin, higher fatty acid and metallic salt thereof, high-grade aliphatic ester, higher fatty acid alcohol, bisamide, polysiloxane and fatty amine ethylene oxide adduct.To any special application, optimal inner pattern releasing agent applicable can and be easy to conditions such as processing according to combination, polymerizing condition, the economy of used monomer and select for use.
Two or more mix use but inner pattern releasing agent applicable can use also separately.
Can be used as the fluorine-containing non-ionic surfactant of inner pattern releasing agent applicable of the present invention and siliceous non-ionic surfactant for containing a perfluoroalkyl or a dimethylpolysiloxane--based separately, a hydroxyalkyl and a phosphate-based compound.The example of commercially available fluorine-containing non-ionic surfactant has Unidain
TM: DS-401 and DS-403(Daikin Kogyo Co., the product of Ltd), F-Top
TM: EF122A, EF126 and EF301(Shinakita Chemical Co., the product of Ltd).The example of siliceous non-ionic surfactant is the test products Q of Dow Chemical Co.
2-120A.
The known alkyl quaternary ammonium salts that can be used as inner pattern releasing agent applicable of the present invention is a cationic surfactant.The alkyl quaternary amine salt that for example is applicable to the inventive method comprises: the haloid of alkyl quaternary amine, phosphate and sulfuric ester.The muriatic example that is suitable for has chlorination trimethylace tonitric amine, chlorination tri-methyl stearate amine, chlorination dimethyl ethyl hexadecylamine, chlorination triethyl lauryl amine, chlorination trioctylphosphine methyl amine and chlorination diethyl CDA.
The salt that is applicable to the acid phosphoesterase compound of inner pattern releasing agent applicable of the present invention comprises: iso propylbenzoic acid phosphate, diisopropyl acid phosphoric acid ester, butyl acid phosphoric acid ester, dibutyl acid phosphoric acid ester, octyl group acid phosphoric acid ester, dioctyl acid phosphoric acid ester, isodecyl acid phosphoric acid ester, diiso decyl acid phosphoric acid ester, three decyl alcohol acid phosphoric acid esters and two (three decyl alcohol acid) phosphate.
The example that is applicable to the higher fatty acid slaine of inner pattern releasing agent applicable of the present invention comprises zinc salt, calcium salt, magnesium salts, nickel salt, mantoquita and other the salt of stearic acid, oleic acid, sad, lauric acid, behenic acid and castor oil acid.For example the slaine of Shi Yonging has zinc stearate, zinc oleate, zinc palmitate, zinc laurate, calcium stearate, calcium oleate, calcium palmitate, calcium laurate, dolomol, magnesium oleate, Magnesium dilaurate, magnesium palmitate, nickel stearate, oleic acid nickel, palmitic acid nickel, lauric acid nickel, copper stearate, copper oleate, lauric acid copper and copper palmitate.
The example that is applicable to the high-grade aliphatic ester of inner pattern releasing agent applicable of the present invention comprises: such as the lipid of senior fatty acid such as stearic acid, oleic acid, sad, lauric acid and castor oil acid with such as the alcohols of diglycol, dihydroxy propane, dihydroxy butane, neopentyl glycol and dihydroxy hexane etc.
Inner pattern releasing agent applicable can use separately or mix use with two or more, total consumption be corresponding to about certainly 0.1ppm of the total consumption of monomer mixture to about 10,000ppm, preferably about 1ppm is extremely about 5 certainly, 000ppm.
Demolding performace is inferior when the inner pattern releasing agent applicable consumption is less than 0.1ppm; When its consumption surpasses 10,000ppm when then preparing lens, can produce muddy phenomenon, and can produce the surface accuracy reduction that of short duration separation makes eyeglass at each eyeglass between polymerization period in mould.
The example that is applicable to polyisocyanate compound of the present invention comprises aliphatic polyisocyanate compound, for example: ethylidene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, eight methylene diisocyanates, nine methylene diisocyanates, 2,2 '-the dimethyl pentane diisocyanate, 2,2,4-trimethyl cyclohexane diisocyanate, the decamethylene diisocyanate, butene diisocyanate, 1,3-butadiene-1, the 4-diisocyanate, 2,4, the 4-trimethyl hexamethylene diisocyanate, 1,6,11-hendecane triisocyanate, 1,3,6-hexa-methylene triisocyanate, 1,8-two isocyanato-s-4-isocyanato-methyloctane, 2,5,7-trimethyl-1,8-two isocyanato-s-5-isocyanato-methyloctane, two (isocyanatoethyl) carbonic ester, two (isocyanatoethyl) ether, 1,4-butylene glycol-dipropyl ether-W, W '-diisocyanate, lysine two isocyanato-methyl ester, LTI, 2-isocyanatoethyl-2,6-two isocyanato-capronates, 2-isocyanato-propyl group-2,6-two isocyanato-capronates, eylylene diisocyanate, two (isocyanatoethyl) benzene, two (isocyanato-propyl group) benzene, 2,2,2 ', 2 '-the tetramethyl eylylene diisocyanate, two (isocyanato-butyl) benzene, two (isocyanato-methyl) naphthalene, two (isocyanato-methyl) diphenyl ether, two (isocyanatoethyl) phthalic ester, inferior
Base triisocyanate and 2, two (isocyanato-methyl) furans of 6-; Alicyclic polyisocyanates, for example: isophorone diisocyanate, two (two isocyanato-methyl) cyclohexane, dicyclohexyl methyl hydride diisocyanate, cyclohexane diisocyanate, methylcyclohexane diisocyanate, dicyclohexyl dimethylmethane diisocyanate, 2,2 '-the dimethyl dicyclohexyl methyl hydride diisocyanate, two (the 4-isocyanato--just-butadiene) pentaerythrite, dimer acid diisocyanate, 2-isocyanato-methyl-3-(3-isocyanato-propyl group)-5-isocyanato-methyl-two ring (2,2,1)-heptane, 2-isocyanato-methyl-3-(3-isocyanato-propyl group)-6-isocyanato-methyl-two ring (2,2,1)-heptane, 2-isocyanato-methyl-2-(3-isocyanato-propyl group)-5-isocyanato-methyl-two ring (2,2,1)-heptane, 2-isocyanato-methyl-2-(3-isocyanato-propyl group)-6-isocyanato-methyl-two ring (2,2,1)-heptane, 2-isocyanato-methyl-3-(3-isocyanato-propyl group)-and the 5-(2-isocyanatoethyl)-two rings-(2,2,1)-heptane, 2-isocyanato-methyl-3-(3-isocyanato-propyl group)-and the 6-(2-isocyanatoethyl)-two rings-(2,2,1)-heptane, 2-isocyanato-methyl-2-(3-isocyanato-propyl group)-and the 5-(2-isocyanatoethyl)-two rings-(2,2,1)-heptane and 2-isocyanato-methyl-2-(3-isocyanato-propyl group)-the 6-(2-isocyanatoethyl)-two rings-(2,2,1)-heptane; And aromatic polyisocyanate, phenylene vulcabond for example, the benzylidene diisocyanate, the ethyl phenylene vulcabond, the isopropyl phenylene vulcabond, the dimethyl phenylene vulcabond, the diethyl phenylene vulcabond, the diisopropyl phenylene vulcabond, the trimethylbenzene triisocyanate, the phenyl triisocyanate, naphthalene diisocyanate, the methylnaphthalene diisocyanate, diphenyl diisocyanate, the tolidine diisocyanate, 4,4 '-methyl diphenylene diisocyanate, 3,3 '-dimethylbenzene diphenyl methane-4,4 '-diisocyanate, dibenzyl-4,4 '-diisocyanate, two (isocyanato-phenyl) ethylidene-3,3 '-dimethoxy diphenyl-4,4 '-diisocyanate, triphenylmethane triisocyanate, polymeric MDI, the naphthalene triisocyanate, diphenyl methane-2,4,4 '-triisocyanate, 3-MDPM-4,6,4 '-triisocyanate, 4-methyl-diphenyl methane-3,5,2 ', 4 ' 6 '-five isocyanates, phenyl isocyanide root closes methyl isocyanate, phenyl isocyanatoethyl isocyanates, the tetralin group diisocyanate, the hexahydrobenzene group diisocyanate, hexahydro diphenyl methane-4,4 '-diisocyanate, the diphenyl ether diisocyanate, the ethylene diphenate diisocyanate, 1, ammediol diphenyl ether diisocyanate, the benzophenone diisocyanate, diglycol diphenyl ether diisocyanate, the dibenzofurans diisocyanate, the carbazole diisocyanate, ethyl carbazole diisocyanate and dichloride carbazole diisocyanate.In addition, also can use the halogen substituted compound (compound that replaces with bromine that replaces as chlorine) of polyisocyanate compound, compound that alkyl replaces, compound that alkoxy replaces, compound that nitro replaces, with the compound of polyalcohol modified prepolymer type, with the compound of carbodiimides modification, with the compound of urea modification, use the compound of biruea modification and the dimerization of polyisocyanate compound and trimerization reaction thing.
Polyisocyanate compound can use separately or use with the form of two or more mixing.
The polyol compound that does not contain sulphur atom that is applicable to the inventive method comprises: ethylene glycol, diglycol, propylene glycol, dipropylene glycol, butylene glycol, neopentyl glycol, glycerine, methyltrimethylolmethane, trihydroxymethyl propane, butantriol, 1,2-first glycosides, pentaerythrite, dipentaerythritol, tripentaerythritol, D-sorbite, 1,2,3, the 4-butantetraol, threitol, ribitol, Ah alcohol (arabinitol), xylitol, allitol, mannitol, many western sugar alcohols, iditol, glycol, inositol, hexanetriol, three glycerine, two glycerine, triethylene glycol, polyglycol, three (2-hydroxyethyl) isocyanic acid urea acid esters, cyclobutanediol, the ring pentanediol, cyclohexanediol, the ring heptandiol, the ring ethohexadiol, cyclohexanedimethanol, the hydroxypropyl cyclohexanol, three rings (5,2,1,0
2.6) the decane dimethanol, two rings (4,3,0) undecane glycol, the bicyclohexane glycol, three rings (5,3,1,1) dodecanediol, two rings (4,3,0) undecane dimethanol, three rings (5,3,1,1) dodecane diethanol, hydroxypropyl three rings (5,3,1,1) dodecanol, spiral shell (3,4) ethohexadiol, the butyl cyclohexane glycol, 1,1 '-two cyclohexylene glycol, phloroglucitol, maltol (maltitol), lactitol, dihydroxy naphthlene, trihydroxynaphthalene, the tetrahydroxy naphthalene, dihydroxy benzenes, the benzene triol, the diphenyl tetrol, pyrogallol, (hydroxyl naphthyl) pyrogallol, the trihydroxy phenanthrene, bisphenol-A, Bisphenol F, xylyleneglycol, two (2-hydroxyl-oxethyl) benzene, bisphenol-A-two-(2-hydroxyethyl ether), tetrabromobisphenol A, tetrabromobisphenol A-two (2-hydroxyethyl ether), dibromo dimethyltrimethylene glycol and epoxy resin; The condensation reaction thing of above-mentioned polyvalent alcohol and following polyprotonic acid, the example of these polyprotonic acids has: oxalic acid, glutamic acid, hexane diacid, acetate, propionic acid, cyclohexane-carboxylic acid, β-oxo cyclohexane propionic acid, dimer acid, phthalic acid, m-phthalic acid, salicylic acid, 3-bromo-propionic acid, 2-bromine glycol acid, dihydroxy cyclohexane, 1,2,4,5-benzenetetracarboxylic acid, butane group tetrabasic carboxylic acid and bromination phthalic acid; Above-mentioned polyvalent alcohol and such as the addition reaction product of alkylene oxides such as oxirane and epoxypropane; And alkylene polyamines and such as the addition reaction of alkylene oxides such as oxirane and epoxypropane.
Have again, the halogen substituted compound of polyol compound, for example chlorine replaces and the bromine substituted compound also can use.
Be applicable to the inventive method, at least the example that contains the polyol compound of a sulphur atom comprises: two-(4-(hydroxyl-oxethyl) phenyl) thioether, two-(4-(2-hydroxyl propoxyl group) phenyl) thioether, two-(4-(2,3-dihydroxy propoxyl group) thioether phenyl), two-(4-(4-hydroxyl cyclohexyloxy) thioether, two-(2-methyl-4-(hydroxyl-oxethyl)-6-butyl phenyl) thioether and oxirane and/or epoxypropane being added on these thioethers and the product of making (reacting) according to each three of hydroxyl meter average out on each thioether or the ratio that is less than the oxide of three molecules, two-(2-hydroxyethyl) thioether, 1, two (the 2-hydroxyethyl sulfydryl) ethane of 2-, two-(2-hydroxyethyl) disulfide, 1,4-dithiane-2, the 5-glycol, two (2, the 3-dihydroxypropyl) thioether, four (4-hydroxyl-2-sulfo-butyl) methane, two (4-hydroxy phenyl) sulfone (trade mark is called bisphenol S), the tetrabormated bisphenol S, the tetramethyl bisphenol S, 4,4 '-thiobis (the 6-tert-butyl group-3-sylvan) and 1, two (the 2-hydroxyethyl thio-ethyl) cyclohexanes of 3-.Also can use the halogen substituted compound of polyol compound, for example: the compound that chlorine replaces and bromine replaces.
Be applicable to the inventive method, at least also the multi-thioalcohol compound that contains a sulphur atom the sulphur atom in sulfydryl comprises the aromatic series multi-thioalcohol compound, for example: 1, two (mercapto methyl sulfo-) benzene of 2-, 1, two (mercapto methyl sulfo-) benzene of 3-, 1, two (mercapto methyl sulfo-) benzene of 4-, 1, two (mercaptoethyl sulfo-) benzene of 2-, 1, two (mercaptoethyl sulfo-) benzene of 3-, 1, two (mercaptoethyl sulfo-) benzene of 4-, 1,2,3-three (mercapto methyl sulfo-) benzene, 1,2,4-three (mercapto methyl sulfo-) benzene, 1,3,5-three (mercapto methyl sulfo-) benzene, 1,2,3-three (mercaptoethyl sulfo-) benzene, 1,2,4-three (mercaptoethyl sulfo-) benzene, 1,3,5-three (mercaptoethyl sulfo-) benzene, 1,2,3,4-four (mercapto methyl sulfo-) benzene, 1,2,3,5-four (mercapto methyl sulfo-) benzene, 1,2,4,5-four (mercapto methyl sulfo-) benzene, 1,2,3,4-four (mercaptoethyl sulfo-) benzene, 1,2,3,5-four (mercaptoethyl sulfo-) benzene, 1,2,4, alkylated compound on 5-four (mercaptoethyl sulfo-) benzene and their ring; Fatty group polythiol compound, for example: two (mercapto methyl) thioether, two (mercaptoethyl) thioether, two (sulfydryl propyl group) thioether, two (mercapto methyl sulfo-) methane, two (2-mercaptoethyl sulfo-) methane, two (3-sulfydryl propyl dithiocarbamate) methane, 1, two (mercapto methyl sulfo-) ethane of 2-, 1, two (mercaptoethyl sulfo-) ethane of 2-, 1, two (the 3-sulfydryl propyl dithiocarbamate) ethane of 2-, 1, two (mercapto methyl sulfo-) propane of 3-, 1, two (the 2-mercaptoethyl sulfo-) propane of 3-, 1, two (the 3-sulfydryl propyl dithiocarbamate) propane of 3-, 1,2,3-three (mercapto methyl sulfo-) propane, 1,2,3-three (2-mercaptoethyl sulfo-) propane, 1,2,3-three (3-sulfydryl propyl dithiocarbamate) propane, four (mercapto methyl sulphomethyl) methane, four (2-mercaptoethyl sulphomethyl) methane, four (3-sulfydryl propyl dithiocarbamate methyl) methane, two (2,3-dimercapto propyl group) thioether, 2,5-dimercapto-1, the 4-dithiane, two (mercapto methyl) disulfide, two (mercaptoethyl) disulfide, the ester class of two (sulfydryl propyl group) disulfide and these compounds and thioglycolic acid or mercaptopropionic acid, hydroxymethyl thioether two (2-mercaptoacetate), hydroxymethyl thioether two (3-mercaptopropionic acid ester), hydroxyethyl thioether two (2-mercaptoacetate), hydroxyethyl thioether two (3-mercaptopropionic acid ester), hydroxypropyl thioether two (2-mercaptoacetate), hydroxypropyl thioether two (3-mercaptopropionic acid ester), hydroxymethyl disulfide two (2-mercaptoacetate), two (the 3-mercaptopropionic acid esters of hydroxymethyl disulfide, hydroxymethyl disulfide two (2-mercaptoacetate), hydroxyethyl disulfide two (3-mercaptopropionic acid ester), hydroxypropyl disulfide two (2-mercaptoacetate), hydroxypropyl disulfide two (3-mercaptopropionic acid ester), 2-sulfydryl ether two (2-mercaptoacetate), 2-sulfydryl ether two (3-sulfydryl acid esters), 1,4-dithiane-2,5-glycol two (2-mercaptoacetate), 1,4-dithiane-2,5-glycol two (3-mercaptopropionic acid ester), thio-diethylene glycol acid two (2-sulfydryl ethyl ester), thio-2 acid two (2-sulfydryl ethyl ester), 4,4-sulfo-two butyric acid two (2-sulfydryl ethyl ester), two thio-diethylene glycols acid two (2-sulfydryl ethyl ester), dithio dipropyl acid two (2-sulfydryl ethyl ester), 4,4-two sulfo-s two butyric acid two (2-sulfydryl ethyl ester), thio-diethylene glycol acid two (2,3-dimercapto propyl ester), thio-2 acid two (2,3-dimercapto propyl ester) and two (2,3-dimercapto propyl ester) (except two (2-mercaptoethyl) thioethers) of two propane thioic acids; And heterogeneous ring compound, for example: 3,4-thio-phenyl two mercaptan, than this mercaptan and 2 not, 5-dimercapto-1,3,4-thiadiazoles.In addition, also can use the halogen substituted compound, for example chlorine replaces and the bromine substituted compound.
Active hydrogen compounds can use separately or use with two or more mixed forms.
The mol ratio of polyisocyanate compound and active hydrogen compounds is about 0.5 to about 3.0, is preferably every mole of (SH+OH) functional group about 0.5 to about 1.5 moles of isocyanate functional groups.
In plastic lens of the present invention, use urethane resin or S-alkylthio carbamate resins as raw material, thereby in plastic lens, there is S-alkylthio amino-formate bond between urethane bonds or isocyanate group and the sulfydryl existing between isocyanate group and the oh group.Yet plastic lens of the present invention also can contain allophanic acid ester bond, urea key, biuret linkage.For example, further allow the reaction of isocyanate group and urethane bonds or S-alkylthio amino-formate bond to increase cross-linking density, this is desirable.This is reflected under 100 ℃ the temperature carries out at least, and will use excessive isocyanates component.On the other hand, also can use amines etc. to generate urea key or biuret linkage.When the compound reaction beyond isocyanate compound and hydroxyl compound or the sulfhydryl compound, must be noted that its color.
Have again, various adjuvants can be joined in the above-mentioned raw material in the present invention.The useful additives example comprises chain extender, crosslinking chemical, light stabilizer, ultraviolet light absorber, antioxidant, oil-soluble dyes and filler.
Reaction rate can be adjusted to needed degree to preparation polyurethane or S-alkylthio carbamate useful catalysts by adding.
Plastic lens of the present invention can be made by the casting polymerization, be about to one or more isocyanate compounds and one or more active hydrogen compounds and be mixed into a kind of potpourri, join in this potpourri to a kind of inner pattern releasing agent applicable of major general, then the potpourri that makes is poured in the mould, then carry out polyreaction.
Polyreaction usually approximately-50 ℃ to about 200 ℃ of about 0.5 to 72 hour of reactions down, this depends on the type of used monomer and release agent.
If necessary, the eyeglass that polymerization generates can be carried out annealing in process.
Plastic lens of the present invention has high surface accuracy and good optical property, and it is in light weight, impact resistance is good, is suitable for the eyeglass as glasses and camera.
In addition, lens of the present invention can carry out physics and chemical treatment, for example: surface abrasion processing, antistatic treatment, hard conating handle, not reflectance coating handle, painted processing and prevent that the delustring of reflecting from handling, with increase hardness, improve resistance to abrasion and anti-chemical, antifog, satisfy timeliness n or the like.
The present invention will provide further instruction by following example, and these examples are only as example of the present invention.Refraction index, Abbe number, demolding performace and outward appearance are by following test determination:
Refraction index and Abbe number use Pulfrich refractometer to measure down at 20 ℃.
Demolding performace: demolding performace is represented with " 0 " when the eyeglass of polymerization generation has resistance to deviate from from mould, and represents with " X " when part or all of eyeglass can not be deviate from from mould, is applied in the method for embedding teflon wedge between eyeglass and the mould.
Outward appearance: estimate with visual observation.
Embodiment 1
With hexamethylene diisocyanate, 27 gram (0.30 moles) 1 of 50 grams (0.30 mole), 4-butylene glycol and 0.08 gram dodecanol acid phosphoric acid ester mix.Then the potpourri that makes is poured in the mould of being made up of glass mold and cushion block.Mould is heated to 120 ℃ gradually from room temperature continues to make it to finish in 24 hours polymerization.Eyeglass is easy to deviate from from mould after the polymerization.This eyeglass has high surface accuracy and is colourless.In addition, its refraction index n
20Be 1.50 and Abbe number r
20Be 55.
Embodiment 2-32
In the listed component ratio of table 1, the order of abideing by embodiment 1 prepares lens.The results are shown in the table 1 of each test.
Comparing embodiment 1-24
Except following mould is handled, abide by the order of embodiment 1 and press the listed component of table 2 than the preparation lens.The results are shown in the table 2 of each test.
(1) do not handle ... use the glass mold of not handling through any demoulding.
(2) the outer demoulding is handled ... the external release agent that uses is YSR-6209
TM(product of ToshiDa Silicon Co.) bakes (bake) on the glass mold inside surface with it.
(3) multiplexing after the outer demoulding is handled ... the glass mold that has carried out after the once outer demoulding is handled re-uses without any processing after polymerization is used.
(4) use polypropylene molds ... method with injection moulding prepares polypropylene molds, and the instead of glass mould uses without any surface treatment.
Claims (17)
1, a kind of method for preparing plastic lens, it comprises at least a inner pattern releasing agent applicable is joined in the potpourri of one or more polyisocyanate compounds and one or more active hydrogen compounds, and carrying out the casting polymerization subsequently, this active hydrogen compounds is selected from polyol compound and at least also contains the multi-thioalcohol compound of a sulphur atom except that sulfydryl.
2,, it is characterized in that polyol compound is the sulfur-bearing polyol compound according to the method for claim 1.
3,, it is characterized in that polyisocyanate compound is every mole of about 0.5 to 3.0 mole of isocyanate functional groups group of (SH+OH) functional group to the mol ratio of active hydrogen compounds according to the method for claim 1.
4, according to the process of claim 1 wherein that inner pattern releasing agent applicable is fluorine-containing non-ionic surfactant.
5, according to the process of claim 1 wherein that inner pattern releasing agent applicable is siliceous non-ionic surfactant.
6, according to the process of claim 1 wherein that inner pattern releasing agent applicable is an alkyl quaternary ammonium salts.
7, be acid phosphoric acid ester according to remover in the process of claim 1 wherein.
8, be about 0.1 to 10 according to the consumption of remover in the process of claim 1 wherein, the total amount of 000ppm/ polyisocyanate compound and active hydrogen compounds.
9, according to the process of claim 1 wherein that the casting polymerization is approximately-50 ℃ to carry out to 200 ℃ temperature.
10, a kind of plastic lens, these lens are to be made by the method for claim 1.
11,, it is characterized in that polyol compound is the sulfur-bearing polyol compound according to the plastic lens of claim 10.
12,, it is characterized in that polyisocyanate compound is every mole of about 0.5 to 3.0 mole of isocyanate functional groups group of (SH+OH) functional group to the mol ratio of active hydrogen compounds according to the plastic lens of claim 10.
13,, it is characterized in that wherein inner pattern releasing agent applicable is fluorine-containing non-ionic surfactant according to the plastic lens of claim 10.
14,, it is characterized in that wherein inner pattern releasing agent applicable is siliceous non-ionic surfactant according to the plastic lens of claim 10.
15,, it is characterized in that wherein inner pattern releasing agent applicable is an alkyl quaternary ammonium salts according to the plastic lens of claim 10.
16,, it is characterized in that wherein inner pattern releasing agent applicable is an acid phosphoric acid ester according to the plastic lens of claim 10.
17,, it is characterized in that wherein the consumption of inner pattern releasing agent applicable is about 0.1 to 10, the total amount of 000ppm/ polyisocyanate compound and active hydrogen compounds according to the plastic lens of claim 10.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3284088 | 1988-02-17 | ||
| JP32840/88 | 1988-02-17 | ||
| JP32841/88 | 1988-02-17 | ||
| JP37524/88 | 1988-02-22 | ||
| JP3752488 | 1988-02-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1036269A CN1036269A (en) | 1989-10-11 |
| CN1020129C true CN1020129C (en) | 1993-03-17 |
Family
ID=26371425
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 89101861 Expired - Lifetime CN1020129C (en) | 1988-02-17 | 1989-02-17 | Plastic lens having high-refractive index and its method for preparation of the lens |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| KR20110063847A (en) * | 2008-02-07 | 2011-06-14 | 미쓰이 가가쿠 가부시키가이샤 | Polymerizable composition for optical material, optical material and method for producing optical material |
| US9678246B2 (en) | 2012-11-21 | 2017-06-13 | Mitsui Chemicals, Inc. | Polymerizable composition for optical material |
| CN104812792B (en) * | 2012-11-21 | 2016-11-16 | 三井化学株式会社 | The manufacture method of polyurethane resin |
| CN108084385B (en) * | 2017-12-28 | 2020-11-03 | 山东益丰生化环保股份有限公司 | Ultrahigh-toughness blue-light-proof resin lens and preparation method thereof |
| CN112574384A (en) * | 2019-09-27 | 2021-03-30 | 万华化学集团股份有限公司 | Thermoplastic polyurethane elastomer material and preparation method and application thereof |
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1989
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