Vinylsilylalkoxy arylbenzotriazole compounds and UV absorbing compositions made therefrom

• US 4,803,254 A
• Filed: 03/11/1987
• Issued: 02/07/1989
• Est. Priority Date: 03/11/1987
• Status: Expired due to Term

• Current Assignee: Iolab Corp. (Johnson & Johnson)
• Original Assignee: Iolab Corp. (Johnson & Johnson)
• Inventors: Beard, Charles D., Doddi, Namassivaya, Yamada, Akira, Dunks, Gary B.
• Primary Examiner(s): HENDERSON JR, CHRISTOPHER A
• Application Number:
  US07/024,638
• Time in Patent Office: 699 Days
• Field of Search: 548/260, 526/261, 526/279, 623/6, 525/477
• US Class Current: 525/477
• CPC Class Codes: A61F 2/16 Intraocular lenses
• CPC Class Codes: A61F 2002/16965 Lens includes ultraviolet absorber
• CPC Class Codes: A61L 27/18 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C07F 7/081 comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
• CPC Class Codes: C07F 7/0812 comprising a heterocyclic ring
• CPC Class Codes: C08G 77/04 Polysiloxanes
• CPC Class Codes: C08G 77/388 containing nitrogen
• CPC Class Codes: C08L 83/04 Polysiloxanes
• CPC Class Codes: G02B 1/043 Contact lenses

Abstract

Vinylsilylalkoxy arylbenzotriazol monomers such as 2-[3'"'"'-t-butyl-5'"'"'-(3-"-dimethylvinylsilylpropoxy)-2'"'"'-hydroxy-phenyl]-5-methoxybenzotriazole are disclosed. These monomers can be incorporated in optically clear silicone polymers to form intraocular lenses, contact lenses, and the like, which have UV absorbing properties.

Claims

1. A vinylsilylalkoxy arylbenzotriazole compound of the formula:

##STR4## wherein R₁ and R₃ individually represent hydrogen, halo, alkoxy of up to 6 carbon atoms, or X, wherein R₂ represents hydrogen or alkyl of up to six carbon atoms, and wherein X represents a group of the formula;

space="preserve" listing-type="equation">--O--R'"'"'Si(R").sub.2 CH═

CH.sub.2

wherein R'"'"' represents alkylene of from 1 to 10 carbon atoms, and wherein each R" individually represents alkyl of up to 4 carbon atoms or aryl, provided that one, and only one, of R₁ or R₃ represents X.

2. The compound of claim 1 wherein said compound is 2-[3'"'"'-t-butyl-5'"'"'-(3"-dimethylvinylsilylpropoxy)-2'"'"'-hydroxyphenyl]-5-methoxybenzotriazole.

3. The compound of claim 1 wherein siad compound is 2-[3'"'"'-t-butyl-5'"'"'-(3"-dimethylvinylsilylpropoxy)-2'"'"'-hydroxyphenyl]-5-chlorobenzotriazole.

4. The compound of claim 1 wherein said compound is 2-(3'"'"'-t-butyl-2'"'"'-hydroxy-5'"'"'-methoxyphenyl)-5-(3"-dimethylvinylsilylpropoxy)benzotriazole.

5. An optically clear siloxane polymer having ultraviolet light absorbing properties, said polymer having covalently bonded therein the compound of claim 1.

6. An optically clear siloxane polymer having ultraviolet light absorbing properties, said polymer having covalently bonded therein the compound of claim 2.

7. An optically clear siloxane polymer having ultraviolet light absorbing properties, said polymer having covalently bonded therein the compound of claim 3.

8. An optically clear siloxane polymer having ultraviolet light absorbing properties, said polymer having covalently bonded therein the compound of claim 4.

9. The optically clear polymer of claim 5 in the form of an intraocular lens.

10. The optically clear polymer of claim 6 in the form of an intraocular lens.

11. The optically clear polymer of claim 7 in the form of an intraocular lens.

12. The optically clear polymer of claim 8 in the form of an intraocular lens.