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Opto-Physical Properties of Ophthalmic Lens Polymer Containing σ, m, p-Substituted Difluoroaniline as Additives

σ, m, p-위치로 치환된 Difluoroaniline을 첨가제로 사용한 안의료용 렌즈 고분자의 물리·광학적 특성

  • 노정원 (세한대학교 안경광학과) ;
  • 성아영 (세한대학교 안경광학과)
  • Received : 2014.02.06
  • Accepted : 2014.03.15
  • Published : 2014.03.31

Abstract

Purpose: The functional ophthalmic lenses containing fluorine-substituted aniline group (2,4-difluoroaniline, 2,6-difluoroaniline, 3,4-difluoroaniline) were manufactured and the physical and optical characteristics of copolymerized ophthalmic lens were investigated. Methods: HEMA (2-hydroxyethylmethacrylate), NVP (N-vinyl pyrrolidone), MA (methacrylic acid), the cross-linker EGDMA (ethylene glycol dimethacrylate) and the initiator AIBN (azobisisobutyronitrile) were used as a basic combination and fluorine-substituted aniline group (2,4-difluoroaniline, 2,6-difluoroaniline, 3,4-difluoroaniline) were used as additives for preparing the hydrogel soft contact lenses. The hydrogel ophthalmic lens was manufactured by cast mould method and the ophthalmic lenses were stored in a 0.9% NaCl normal saline for 24 hrs. Results: The optical transmittance of the sample with addition 2,4-difluoroaniline showed that the UV-B(9.8~51.4%), UV-A(58.8~79.2%) and visible transmittance(87.0~90.4%). In the case of 2,6-difluoroaniline were measured the UV-B(80.2~83.2%), UV-A(85.8~86.4%), and visible transmittance(90.8~91.4%). Also, the optical transmittance of ophthalmic lens containing 3,4-difluoroaniline were measured the UV-B transmittance of 3.8~30.4%, UV-A transmittance of 47.8%~74.4% and the visible transmittance of 86.2~91.0% respectively. Conclusions: Based on the results of this study, 2,4-difluoroaniline and 3,4-difluoroaniline can be used effectively as additive for UV-blocking ophthalmic contact lenses.

목적: 본 연구는 플루오로로 치환된 아닐린 (2,4-difluoroaniline, 2,6-difluoroaniline, 3,4-difluoroaniline)을 첨가제로 사용한 기능성 콘택트렌즈를 제조한 후 각각의 물리 광학적 특성을 알아보았다. 방법: 친수성 하이드로젤 콘택트렌즈를 제조하기 위해 HEMA(2-hydroxyethylmethacrylate), NVP(N-vinyl pyrrolidone), MA(methacrylic acid), 교차결합제인 EGDMA(ethylene glycol dimethacrylate), 그리고 개시제인 AIBN(azobisisobutyronitrile)을 기본배합으로 한후, 불소로 치환된 aniline을 첨가하였다. 콘택트렌즈 제조방법은 cast mould법을 사용하여 공중합 하였으며, 제조된 콘택트렌즈는 0.9% NaCl normal saline에 완전히 침지시켜 24시간 수화 후 콘택트렌즈의 물리 광학적 특성을 측정하였다. 결과: 2,4-, 2,6- 및 3,4-difluoroaniline을 비율별로 첨가한 sample의 함수율을 측정한 결과, 첨가제의 비율이 증가할수록 함수율이 감소하는 경향을 나타내었으며, 굴절률의 경우 첨가제의 비율이 증가할수록 함수율과 반비례 하여 굴절률은 증가하는 경향을 나타내었다. 제조된 고분자에 대한 자외선 영역의 광투과율을 측정한 결과, 2,4-difluoroaniline를 첨가제로 사용한 경우, UV-B(9.8~51.4%), UV-A(58.8~79.2%) 그리고 visible transmittance(87.0~90.4%)의 투과율을 나타내었고, 2,6-difluoroaniline를 첨가제로 사용한 sample 렌즈는, UV-B(80.2~83.2%), UV-A(85.8~86.4%), 그리고 visible transmittance(90.8~91.4%)의 투과율을 나타내었다. 또한, 3,4-difluoroaniline를 첨가제로 사용한 고분자 렌즈는, UV-B(3.8~30.4%), UV-A(47.8%~74.4%) 그리고 visible transmittance(86.2~91.0%)의 투과율을 각각 나타내었다. 결론: 본 연구 결과를 통해, 2,4-difluoroaniline 그리고 3,4-difluoroaniline은 자외선 차단성을 지닌 착색 안의료용 렌즈 재료로 유용하게 사용될 수 있을 것으로 판단된다.

Keywords

References

  1. Sung AY, Kang HS, Kwon YS. Contact lens. 1st Ed. Seoul: ShinKwang Publishing co, 2007;97-122.
  2. Korean Optometric Association, Gallup Korea. Press national utilization of glasses and contact lenses, 2013. http://www.optic.or.kr/Cate_05/content.asp?ref=32&step=1&re_level=1&board_id=cate04_1&page=1&board_kind_sub(13 October 2013).
  3. Sung AY. Study on properties and preparations of contact lens using additive. J Korean Oph Opt Soc. 2005;10(4):261-266.
  4. Kim TH, Ye KH, Kwon YS, Sung AY. Polymerization of contact lens materials using silicone. J Korean Oph Opt Soc. 2006;11(2):143-149.
  5. Cho SA, Sung AY. Influence of artificial tear containing carboxymethyl cellulose component on physical properties of hydrogel contact lens. J Korean Oph Opt Soc. 2013;18(4):457-463. https://doi.org/10.14479/jkoos.2013.18.4.457
  6. Sung AY, Kim TH. Development of new optical functional material of high oxygen permeability contact lens. Korean J Vis Sci. 2013;15(4):417-425.
  7. Kim TH, Sung AY. Study on the hydroxy/fluoro benzophenone group for UV-block effect of contact lens. Korean J Vis Sci. 2010;12(3):199-208.
  8. Sung AY, Kim TH, Kong JI. Polymerization of hydrogel contact lens with high oxygen transmissibility. J Korean Oph Opt Soc. 2006;11(1):49-53.
  9. Ye KH, Sung AY. Study on ophthalmic materials possessing UV-blocking/antimicrobial functions. J Koean chem Soc. 2010;54(4):460-464. https://doi.org/10.5012/jkcs.2010.54.4.460
  10. Cho SA, Kim TH, Sung AY. Study on physical properties of soft contact Lens materials with isocyanate group for durability improvement. Korean J Vis Sci. 2011;13(2):127-137.
  11. Kim DH, Kim TH, Sung AY. Study on the strength and surface characteristics of ophthalmic copolymer with glycol group. J Koean chem Soc. 2012;56(2):297-302. https://doi.org/10.5012/jkcs.2012.56.2.297
  12. Henriksen T, Dahlback A, Larsen SH, Moan J. Ultraviolet- radiation and skin cancer. Effect of an ozone layer depletion. Photochem Photobiol. 1990;51(5):579-582. https://doi.org/10.1111/j.1751-1097.1990.tb01968.x
  13. Taylor HR, West SK, Rosenthal FS, Muoz B, Newland HS, Abbey H et al. Effect of ultraviolet radiation on cataract formation. N Engl J Med. 1988;319(22):1429-1433. https://doi.org/10.1056/NEJM198812013192201
  14. Bergmanson JP, Sderberg PG. The significance of ultraviolet radiation for eye diseases. A review with comments on the efficacy of UV-blocking contact lenses. Ophthalmic Physiol Opt. 1995;15(2):83-91. https://doi.org/10.1016/0275-5408(95)98237-H
  15. Walsh JE, Bergmanson JP, Wallace D, Saldana G, Dempsey H, McEvoy H et al. Quantification of the ultraviolet radiation (UVR) field in the human eye in vivo using novel instrumentation and the potential benefits of UVR blocking hydrogel contact lens. Br J Ophthalmol. 2001;85(9):1080-1085. https://doi.org/10.1136/bjo.85.9.1080
  16. Harris MG, Chin RS, Lee DS, Tam MH, Dobkin CE. Ultraviolet transmittance of the Vistakon disposable contact lenses. Cont Lens Anterior Eye. 2000;23(1):10-15. https://doi.org/10.1016/S1367-0484(00)80035-1
  17. Ye KH, Kim TH, Sung AY. Hydrogel lens application of 3-vinylaniline with high refractive index. J Koean chem Soc. 2011;55(1):141-146. https://doi.org/10.5012/jkcs.2011.55.1.141
  18. Kim TH, Cho SA, Sung AY. Study on physical properties of colored hydrogel lens using aniline groups. J Koean chem Soc. 2011;55(2):308-312. https://doi.org/10.5012/jkcs.2011.55.2.308

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