CURABLE COMPOSITION

Abstract

The present invention relates to a curable composition which can be cured by radiation and/or the influence of temperature; a cured product which is obtained from such a composition; an object and a composite which have the cured composition; and a method for producing the same. The cured composition has a high refractive index.

Claims

1. A curable composition comprising a compound of formula (1) ##STR00007## a compound of formula (2) ##STR00008## where R.sub.1 is a straight-chain or branched alkyl moiety, an aryl moiety, a naphthyl moiety or a moiety having the formula R.sub.3S-aryl, R.sub.3S-naphthyl, or R.sub.3S-alkyl, where R.sub.3 is a straight-chain or branched alkylene group, and where R.sub.2 is hydrogen or methyl, at least one compound selected from a compound of formula (3) and a compound of formula (4) ##STR00009## where R.sub.4 is a moiety having the formula ##STR00010## where R.sub.5 is a straight-chain or branched alkylene group which may have one or several hydroxide substituents, and where R.sub.6 is hydrogen or methyl, ##STR00011## where R.sub.7 is a moiety having the formula ##STR00012## where R.sub.8 is hydrogen or methyl.

2. A curable composition as in claim 1, comprising the following quantities of compounds (1), (2) as well as (3) and/or (4): Compound (1): 64 to 89 wt % Compound (2): 9 to 28 wt % Compound (3) and/or (4): 2 to 8 wt %.

3. A curable composition as in claim 1, where R.sub.1 is R.sub.3S-naphthyl, C.sub.4H.sub.9 or phenyl.

4. A curable composition as in claim 1, where R.sub.3 is a group having the formula CH.sub.2CH.sub.2 or CH.sub.2CH.sub.2CH.sub.2.

5. A curable composition as in claim 1, where R.sub.5 is a group having the formula CH.sub.2CH(OH)CH.sub.2.

6. A curable composition as in claim 1, where R.sub.6 is methyl.

7. Curable A curable composition as in claim 1, comprising a photoinitiator selected from a hydroxy ketone, a monoacyl phosphine, a bisacyl phosphine or a benzoyl derivative or a mixture of one or several thereof.

8. A curable composition as in claim 1, where the photoinitiator is selected from 1-hydroxy-cyclohexyl-phenyl ketone, 2,4,6-trimethylbenzoylbisphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, 2-hydroxy-2-methyl-1-phenylpropane-2-one, benzophenone or a mixture of one or several thereof.

9. A curable composition as in claim 1, comprising a light-stabilization agent selected from bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate, hydroxyphenylbenzotriazole, 2-hydroxy-benzophenone and/or 2-hydroxyphenyltriazine.

10. A curable composition as in claim 1, comprising a thermally splittable initiator from the group of catalysts known in atom transfer radical techniques or from peroxide compounds.

11. A cured product obtained by curing a curable composition as in claim 1.

12. A cured product as in claim 11, having a refractive index of 1.69 to 1.74 at a wavelength of 633 nm.

13. An object comprising on a surface or a portion of a surface a layer of a cured product obtained by curing a curable composition as in claim 11.

14. An object as in claim 13, that is a transparent object, preferably having a refractive index of 1.69 to 1.74 at a wavelength of 633 nm.

15. An object as in claim 13 that is a glass, a synthetic or a ceramic.

16. A composite comprising a first object, a second object, a layer of a cured product obtained by curing a curable composition as in claim 1, wherein the layer is disposed between the first object and the second object.

17. A composite as in claim 16, wherein the first object and the second object are connected with one another by means of the layer.

18. A composite as in claim 16, wherein the first object is a transparent object, preferably having a refractive index of 1.69 to 1.74 at 633 nm, and the second object is a transparent object, preferably having a refractive index of 1.69 to 1.74 at 633 nm.

19. A composite as in claim 16, wherein the first object and the second object are a glass, a synthetic or a ceramic.

20. A method for coating a surface of an object, the method comprising the steps of: application of a curable composition as in claim 1 onto the surface of the object or onto a portion of the surface, curing the composition such that a layer of the cured composition is formed on the surface.

21. A method for connecting a first and a second object to form a composite, the method comprising the steps of: application of a curable composition as in claim 1 onto a surface of the first object and/or a surface of the second object, joining the first object and the second object such that between the first and the second object the curable composition is disposed, curing the composition such that a layer of the cured composition is formed between the first object and the second object by means of which the first object and the second object are connected with one another.

22. A method as in claim 20, wherein the composition is cured photochemically by exposure to radiation in a wavelength range of 250 nm to 700 nm.

23. A method as in claim 20, wherein the composition is cured by being heated to 40 C. to 140 C.

Description

BRIEF DESCRIPTION OF THE FIGURES

[0072] FIG. 1 shows a composite according to the invention;

[0073] FIG. 2 shows an object according to the invention with coating.

EXAMPLES

Example 1: Production of the Curable Formulation; Suitable for Coatings and Joinings

[0074] In a reaction vessel 3.0 wt % of bis-(4-methacryloylthiophenyl)sulfide are dissolved at ambient temperature under continuous agitation in a substance mixture of 10 wt % of naphthalenethioethylacrylate and 87.0 wt % of bis-(4-vinylthiophenyl)sulfide.

[0075] To this solution are added 2.0 wt % of 2-hydroxy-2-methyl-1-phenyl-propane-1-one (Tradename DAROCUR 1173) as initiator and mixed homogeneously under agitation.

[0076] The pale yellow-colored solution is ready for use for coatings and joinings. The curing is carried out using a UVA source whose luminous intensity is at least 10 mW/cm.sup.2. The upper limit for the radiative intensity is specified as 40 mW/cm.sup.2. The length of time of irradiation depends on the coating thickness or joining thickness and, as a rule, is 5 minutes. Subsequently thermal holding at 80 C. for 1 h takes place.

[0077] Thin layers (up to a thickness of 50 m) are colorless and transparent. Depending on the formulation composition, the refractive indices are 1.69 to 1.74 (25 C., 633 nm).

Example 2: Composite

[0078] FIG. 1 shows a composite 6 of laminar objects, in this case glass panes 1, 2, 3, and layers 4, 5 of a cured product, each of which being disposed between two glass panes and firmly connecting them. The layers 4, 5 can be obtained by application and curing of a composition from Example 1.

[0079] The thicknesses are not drawn to scale. In practice layers 4, 5 are substantially thinner (approximately up to 50 m). The glass of the glass panes 1, 2, 3 and the layers 4, 5 have a refractive index in the range of 1.69 to 1.74 at a wavelength of 633 nm.

Example 3: Coated Object

[0080] FIG. 2 shows an object 8 comprising on a surface 10 a layer of a cured product 9. Onto the object 8, here a glass pane, the layer 9 of a cured product is applied. The layer 9 can be obtained by application and curing of a composition from Example 1.

[0081] The thickness of layer 9 is here also not true to scale. It is depicted as being thicker than is the case in practice.