Liquid thioether carboxylic acid esters

Patent metadata

Field	Value
Publication number	US-10287245-B2
Application number	US-201515512595-A
Country	US
Kind code	B2
Filing date	Sep 24, 2015
Priority date	Sep 25, 2014
Publication date	May 14, 2019
Grant date	May 14, 2019

Abstract

The present invention relates to a liquid thioether carboxylic acid ester, a process for the preparation of the liquid thioether carboxylic acid ester, an article comprising the liquid thioether carboxylic acid ester as well as a use of the liquid thioether carboxylic acid ester as a component or substantial part of an optical system, tunable lens, adaptive optical module and materials thereof, actuator, electro-active polymer, laser and all related products, optical liquid, cover glass, lens or container material, tiltable prism or optical calibration liquid or optical refractive index matching liquid and a use of the liquid thioether carboxylic acid ester as a component or substantial part of a color filter, window material, coating, varnish, lacquer, dye or pigment formulation, immersion liquid, ingredient or additive in a plastic material or ingredient or additive in a polymer.

First claim

The invention claimed is:

1. An optical lense comprising:
a liquid thioether carboxylic acid ester, wherein the thioether carboxylic acid ester is a reaction product of
A) a compound of the formula
a) (A1)

wherein R 1 is hydrogen, linear or branched C 1 -C 7 alkyl; R 2 is hydrogen or a linear or branched C 1 -C 8 -alkyl containing at least one sulfhydryl moiety (SH); R 3 and R 4 are independently selected from a linear or branched C 1 -C 8 -alkyl containing at least one sulfhydryl moiety (SH), and optionally one or two CH 2 group(s) of R 2 and/or R 3 and/or R 4 is/are replaced by O, S and/or C═O and

B) a compound of the formula (B)

wherein Y is hydrogen or methyl; Z is O; R 5 is a linear or branched saturated C 1 -C 8 alkyl or a saturated bicyclic aliphatic system selected from the group consisting of norbomyl-, isonorbornyl-, pinenyl-, menthyl-, camphyl- or an aryl system selected from phenyl and benzyl.

2. The optical lense according to claim 1 , wherein in the formula (A1) R 1 is hydrogen or ethyl; R 2 is hydrogen or a linear C 1 -C 6 -alkyl containing at least one sulfhydryl moiety (SH); R 3 and R 4 are independently selected from a linear C 2 -C 6 -alkyl containing at least one sulfhydryl moiety (SH), and one or two CH 2 group(s) of R 2 and/or R 3 and/or R 4 is/are replaced by 0, S and/or C═O.

3. The optical lense according to claim 1 , wherein in the formula (A1) R 1 is hydrogen; R 2 is a linear C 1 -C 5 -alkyl containing at least one sulfhydryl moiety (SH); R 3 and R 4 are independently selected from a linear C 3 -C 5 -alkyl containing at least one sulfhydryl moiety (SH), and one CH 2 group of R 2 and/or R 3 and R 4 is replaced by S.

4. The optical lense according to claim 1 , wherein in the formula (A1) R 1 is hydrogen or ethyl; R 2 is hydrogen or a linear C 3 -C 5 -alkyl containing at least one sulfhydryl moiety (SH); R 3 and R 4 are independently selected from a linear C 3 -C 5 -alkyl containing at least one sulfhydryl moiety (SH), and two CH 2 groups of R 2 and/or R 3 and R 4 are replaced by O and C═O.

5. The optical lense according to claim 4 , wherein two CH 2 groups of R 2 and/or R 3 and R 4 are replaced by O and C═O, and O and C═O are directly linked.

6. The optical lense according to claim 1 , wherein Y is hydrogen or methyl; Z is O; R 5 is linear saturated C 1 -C 3 alkyl.

7. The optical lense according to claim 1 , wherein Y is hydrogen or methyl; Z is O; R 5 is a linear or branched saturated C 1 -C 4 alkyl or a saturated bicyclic aliphatic system selected from the group consisting of norbornyl-, isonorbornyl-, pinenyl-menthyl-, camphyl- or an aryl system selected from phenyl and benzyl.

8. The optical lense according to claim 1 , wherein the reaction product is obtained by a 1,4-addition mechanism of the at least one sulfhydryl group of the compound of the formula (A1) and the compound of the formula (B).

9. The optical lense according to claim 1 , wherein the reaction product is of the general formula (C1)

wherein Y, Z, and R 5 are as defined in claim 1 and wherein A 1 is (A1) as defined in claim 1 .

10. The optical lense according to claim 1 , wherein the thioether carboxylic acid ester has a refractive index of 1.27-1.9, and/or an Abbe's number of 35-110.

Assignees

• Basf Se

Inventors

• Oehrlein Reinhold
• Caspari Philip
• Dietliker Kurt
• Kukaleva Natalia
• Niederer David

Classifications

• G02B3/14

  of variable focal length · CPC title

• C07B41/12

  of carboxylic acid ester groups · CPC title

• C09D7/63

  organic · CPC title

• C07C323/52 Primary

  the carbon skeleton being acyclic and saturated · CPC title

• C07D339/08

  Six-membered rings · CPC title