KR860002519A - 불포화 폴리실록산의 제조방법 - Google Patents

불포화 폴리실록산의 제조방법 Download PDF

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KR860002519A
KR860002519A KR1019850006948A KR850006948A KR860002519A KR 860002519 A KR860002519 A KR 860002519A KR 1019850006948 A KR1019850006948 A KR 1019850006948A KR 850006948 A KR850006948 A KR 850006948A KR 860002519 A KR860002519 A KR 860002519A
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프리드리히 뭘러 칼 (외 2)
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아놀드 자일러, 에른스트 알테르
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Abstract

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Description

불포화 폴리실록산의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (18)

  1. 하기 일반식(L1),(L2),(L3) 또는 (L4)의 폴리실록산을 하기 일반식(M1) 또는 (M2)의 이소시아네이트와 반응시킴을 특징으로하여; 말단기 분석 또는 겔 투과 크로마토그래피 측정치로 약 400 내지 약 100,000의 분자량을 가지며, 폴리실록산의 각 5000분자량 단위당 적어도 1개의 말단 또는 측위중합성 올레핀기(이것은 1개의 우레탄, 티오우레탄 또는 우레아 연결쇄를 통해 폴리실록산에 결합된다)를 함유하는 하기 일반식 A1,A2,A3또는 A4의 직쇄 또는 측쇄 폴리 실록산마크로 머를 제조하는 방법.
    상기식에서, R1은 탄소수 2내지 6의 직쇄 또는 측쇄 알킬렌기 또는 하기 일반식(G)또는 (G1)의 폴리옥시알킬렌기이고,
    R3는 수소 또는 메틸이며, P는 1 내지 50의 정수이고, R2, Ra, Rb, Rc, Rd, Re, Rf, Rg,Rh,Ri,Rj및 Rk는 각각 메틸 또는 페닐이며, X1및 X2는 1 내지 500의 정수이고, 단, X1+X2=7 내지 1300이며, y1은 0내지 14이고, y2는 1 내지 13이고, 단,
    또는의 비는 70이하이며, X는 -Z1-CO-NH-이고, Z1은 산소, 황 또는 NR5(이것은 R1에 결합되다)이며, R5는 수소 또는 C1-C4-알킬이고, Y1은 -R8-Z2CO-C-=CH-R6또는이고, R6는 수소, 메틸-COOR5또는 -COR7이며, Z2는 산소 또는 -NR5-이고, Y는 Y1과 동일하거나, H,탄소수 1 내지 8의 알킬, 시클로헥실, 페닐, o-톨릴, m-톨릴 또는 P-톨릴이고, 단 Y중의 적어도 하나는 Y1과 동일한 의미를 가져야 하며, R7은 탄소수 2 내지 10의 직쇄 또는 측쇄 알킬렌, 페닐랜 또는 알킬렌잔기에 2 내지 10개의 탄소원자를 갖는 페닐알킬렌, 또는 일반식(G)또는 (G1)의 폴리옥시알킬렌이고, R8은 탄소수 2 내지 6의 알킬렌 기이고, R4는 지방족, 지환족, 아르지방족 또는 방향족 디이소시아-네이트로부터 NCO-기를 제거하여 수득된 디라디칼이고, T는 기
    T1은 기
    이며, n은 1 내지 10이다.
  2. 제1항에 있어서, 이소시아네이트를 일반식(L1),(L2),(L3) 또는 (L4)의 폴리실록산의 일 작용성 측위기와 동가량 내지 언급된 작용기의 화학량톤적 양 이하 또는 과량을 사용하는 방법.
  3. 제1항에 있어서, 일반식(A1)내지 (A4)에서, R1은 탄소수 3 또는 4의 알킬렌이고, R2, Ra, Rb, Rc, Rd, Re, Rf, Rg,Rh,Ri,Rj및 Rk는 각각 메틸이고, X1+X2는 10 내지 100이고, y1은 0 내지 2이고, y2는 1 내지 3이고, Z1은 산소 또는 -NH-이고, R4는 탄소수 6 내지 10의 지방족 또는 지환족 디이소시아네이트의 디라디칼이고, Y는 Y1과 동일하며, R6는 수소이고, R8은 에틸렌이며, Z2가 산소 또는 -NC(CH3)3- 인 방법.
  4. 제3항에 있어서, 언급된 폴리실록산이, 일반식 A2(여기서, Z1및 Z2는 각각-0-이고 y2는 1 또는 2이다)를 갖는 방법.
  5. 제1항에 있어서, 언급된 폴리실록산이, 일반식 A3또는 A4(여기서, R4는 이소프론 디이소시아네이트로부터 유도된 디라디칼이다)를 갖는 방법.
  6. (A)말단기 분석 또는 겔투과 크로마토그래피 측정치로 약 400 내지 약 100,000의 분자량을 가지며, 폴리실록산의 각5000분자량 단위당 적어도 한개, 바람직하게는 적어도 두개의 말단 또는 측위중합성 올래핀기(이것은 1개의 우레탄, 티오우레탄 또는 우레아 연결쇄를 통해 폴리실록산에 결합된다)를 함유하는 일반식 A1,A2,A3또는 A4의 직쇄 또는 측쇄 폴리실록산 마크로머 5 내지 75중량 %[성분(A) 및 (B)를 기준] 및 (B) 자유라디칼 중합가능한 하나이상의 모노-, 디-또는 트리-작용성 비닐 단량체 95 내지 25중량%를, 가열 또는 조사작용하에 가교결합 공중합시킴을 특징으로 하여, 측위 불포화기를 갖는 폴리실록산 및 올레핀 단량체로부터 중합체를 제조하는 방법.
    Y1-(T-R4)n-T-Y1(A3)
    Y1-(T1-R4)n-T-Y1(A4)
    상기식에서, R1은 탄소수 2 내지 6의 직쇄 또는 측쇄 알킬렌기 또는 하기일반식(G) 또는 (G1)의 폴리옥시알킬렌 기이고,
    R3는 수소 또는 메틸이고,P는 1 내지 50의 정수이며, Ra, Rb, Rc, Rd, Re, Rf, Rg,Rh,Ri,Rj및 Rk는 각각 메틸 또는 페닐이고, X1및 X2는 1내지 500의 정수이고, X1+X2는 7내지 1300이며, y1은 0 내지 14이고, y2는 1내지 13이고, 단,또는
    의 비는 70이하이며, X는 -Z1-CO-NH-이고, Z1은 산소, 황 또는 NR5(Z1은 R1에 결합된다)이며, R5는 수소 또는 C1-C4-알킬이고, Y1은 또는 -R7-O-CH=CH2이고, R7는 수소, 메틸, -COOR5도는 -COOR7OH이며, Z2는 산소 또는 -NR5- 이고, Y는 Y1과 동일하거나,H, 탄소수 1 내지 8의 알킬, 시클로헥실, 페닐, o-톨릴-m-톨릴 또는 p-톨릴이고, 단 Y중의 적어도 하나는 Y1과 동일한 의미를 가져야 하며, R7은 탄소수 2 내지 10의 직쇄 또는 측쇄 알킬렌, 페닐렌 또는 알킬렌잔기에 2 내지 10개의 탄소원자를 갖는 페닐알킬렌, 또는 일반식(G) 또는 (G1)의 폴리옥시알킬렌이고, R8은 탄소수 2 내지 6의 알킬렌이고, 이는 지방족, 치환족, 아르지방족 또는 방향족 디이소시아네이트로부터 NCO-기를 제거하여 수득된 디라디칼이고.
    T는 기
    이고,
    T1이고 기
    이며,
    n은 1 내지 10이다.
  7. 제6항에 있어서, (A)언급된 직쇄 또는 측쇄 폴리실록산 마크로머 15 내지 60중량% 및 (B) 수용성 과 수 - 불용성 단량체와의 혼합물 또는 수-불용성 단량체의 혼합물 약 85 내지 40중량% [여기서, 언급된 단체량은 모노올레핀, 디올레핀, 또는 모노올레핀과 디올레핀 단량체와의 혼합물이고; 이 혼합물에 있어서, 총 단량체의0 내지 100중량%는 수-불용성이고 (B1), 총 단량체의 100 내지 0 중량%는 수용성이며 (B2), 총 단량체의 50 내지 0중량%는 디올레핀 공단량체(Bx)이다]를 가교결합 및 공중합시킴을 특징으로 하는 방법.
  8. 제6항에 있어서, 일반식(A1)내지 (A4)에서, R1은 탄소수 3 또는 4의 알킬렌이고, R2, Ra, Rb, Rc, Rd, Re, Rf, Rg,Rh,Ri,Rj및 Rk는 각각 메틸이고, X1+X2는 10 내지 100이고, y1은 0 내지 2이고, y2는 1 내지 3이고, Z1은 산소 또는 -NH-이고, R4는 탄소수 6 내지 10의 지방족 또는 지환족 디이소시아네이트의 디라디칼이고, Y는 Y1과 동일하며, R6는 수소이고, R8은 에틸렌이며, Z2가 산소 또는 -NC(CH3)5- 인 방법.
  9. 제6항에 있어서, 단량체(B)가, 일반식 CH2=CR3COOR12의 아크릴레이트 또는 메타크릴레이트, 일반식 CH2=CR3CONHR12의 아크릴아미드 또는 메타크릴아미드, 일반식 R12OCOCH=CHCOOR12의 말레에이트 또는 푸마레이트, 일반식 R12OCOOC(=CH2) CH2COOR12의 이타코네이트, 일반식 R12COOCH=CH2의 비닐에스테르, 일반식 CH2=CHOR12의 비닐 에테르, 또는 언급된 단량체의 혼합물이고; 상기식에서 R3는 수소 또는 메틸이고, R12는 에테르 또는 티오에테르연결쇄 또는 -CO-,-SO-또는 - SO2-기를 함유할 수 있는 탄소수 1 내지 21의 직쇄 또는 측쇄 지방족, 지환족 또는 방향족 알킬기이거나, 산소, 황 또는 질소원자를 함유하는 헤테로환상알킬기,또는 반복 알콕시단위 2 내지 50개를 갖는 폴리프로필렌 옥사이드 또는 폴리 -n-부틸렌 옥사이드기 이거나, 탄소수 1 내지 12의 퍼플루오르화된 알킬기이거나, 1 내지 6개의 Si원자를 갖는 실록산 기함유 알킬기인 수-불용성 단량체(B1)인 방법.
  10. 제7항에 있어서, 성분(B)가 바람직하게는 알릴 알코올, 또는 탄소수 2 내지 6의 직쇄 또는 측쇄 알킬렌클리콜의 아크릴레이트 또는 메타크릴레이트, 폴리(리에틸 렌옥사이드)글리콜의 아크릴레이트 또는 메타크릴레이트, 폴리(프로필렌 옥사이드)글리콜의 아크릴레이트 또는 메타크릴레이트, 폴리(n-부틸렌옥사이드)글리콜의 아크릴레이트 또는 메타크릴레이트, 티오디에틸렌 글리콜의 아크릴레이트 또는 메타크릴레이트 네오펜틸렌글리콜의 아크릴레이트 또는 메타크릴레이트, 트리메틸올프로판의 아크릴레이트 또는 메타크릴레이트 또는 펜타에리트리톨의 아크릴레이트 또는 메타크릴레이트; 또는 일반식 OCN-R4-(NCO)v(여기서 R4는 언급된 이소시아네이트로부터 NCO기를 제거하여 유도된 라디칼이고, V는 1또는 2이다)의 디-또는 트리-이소시아네이트 1몰과 히드록시알킬 아크릴레이트 또는 메타크릴레이트 2 또는 3몰을 응반시켜 수득된 반응생성물인 디올레핀 단량체(Bx)를, 단량체 총 중량 기준으로 1 내지 30중량% 함유하는 방법.
  11. 제7항에 있어서, 단량체(B)에서 수용성 단량체가(B2)가, 일반식 CH2=CH5COOR13의 아크릴레이트 또는 메타크릴레이트, 일반식 CH2=CH3CONHR14또는 CH2=CR3CONCR5의 아크릴아미드 또는 메타크릴아미드, 일반식 R13OCOCH=CHCOOR13의 말리에이트 또는 푸마레이트, 일반식 CH2CHOR13의 비닐에테르, N-비닐 락탐, 또는 언급된 단량체의 혼합물이며; 상기식에서 R3은 수소 또는 메틸이고, R5는 수소 또는 C1-C4-알킬이고,R13은, 카르복시, 히드록시 또는 3급-아미노와 같은 수용화 기 하나 이상에 의해 치환된, 탄소수 1 내지 10의 탄화수소 잔기, 또는 2 내지 100의 반복 단위를 갖는 폴리에틸렌 옥사이드기, 또는 설페이트, 포스페이트, 술페이트 또는 포스포네이트기를 함유하는 기이며, R14는 R13또는 R5로서 정의된 바와 같은 것인 방법.
  12. 제7항에 있어서, 성분(A)가, R1은 탄소수 3 또는 4의 알킬렌이고, R2, Ra, Rb, Rc, Rd, Re, Rf, Rg,Rh,Ri,Rj및 Rk는 각각 메틸이고, X1+X2는 10 내지 100이고, y1은 0 내지 2이고, y2는 1 내지 3이고, Z1은 -O- 또는 -NH-이고, R4는 탄소수 6 내지 10의 지방족 또는 지환족 디이소시아네이트의 디라디칼이고, Y는 Y1과 동일하며, R6는 수소이고, R8은 에틸렌이며, Z2가 -O- 또는 -NC(CH3)3- 인 폴리실록산이고; 이것을, 알릴알코올의 아크릴레이트 또는 메타크릴레이트, 탄소수 2 내지 6의 직쇄 또는 측쇄 알킬렌 글리콜의 아크릴레이트 또는 메타크릴레이트, 폴리(에틸렌옥사이드)글리콜의 아크릴레이트 또는 메타크릴레이트, 폴리(프로필렌 옥사이드)글리콜의 아크릴레이트 또는 메타-크릴레이트, 폴리(n-부틸렌 옥사이드)글리콜의 아크릴레이트 또는 메타크릴레이트, 티오디에틸렌 글리콜의 아크릴레이트 또는 메타크릴레이트, 네오펜틸렌, 글리콜의 아크릴레이트 또는 메타크릴레이트, 트리메틸올 프로판의 아크릴레이트 또는 메타크릴레이트 또는 펜타에리트리톨의 아크릴레이트 또는 메타크릴레이트이거나 일반식 OCN-R4-(NCO)v(여기서 R4는 언급된 이소시아네이트로부터 NCO기를 제거하여 유도된 라디칼이고 V는 1 또는 2이다)의 디-또는 트리-이소시아네이트 1몰과 히드록시알킬 아크릴레이트 또는 메타크릴레이트 2 또는 3몰을 반응시켜 수득된 반응 생성물인 디올레핀 단량체(Bx)를 단량체 총 중량 기준으로 0 내지 30중량% 함유하는 것인 성분(B)와 공중합시키는 방법.
  13. 제12항에있어서, (A)일반식 A2(여기서 Z1및 Z2는 각각 -0-이고, y2는 1 또는 2이다)의 폴리실록산 15내지 40중량% 및 (B)수- 불용성 단량체(B1), 수용성 단량체(B2), 및 디올레핀 단량체(Bx)의 혼합물[여기서, 단량체 총 중량의 중량% 기준으로, B1은 메틸 메타크릴레이트, 이소프로필 메타크릴레이트, 이소부틸 메타크릴레이트, 3급-부틸 메타크릴레이트, 시클로헥실 메타크릴레이트, 이소보르닐메타크릴레이트 또는 이의 혼합물로부터 선택된 수-불용성 단량체 60 내지 95%이고, B2는 2-히드록시에틸메타-크릴레이트, N,N-디메틸아크릴아미드, 아크릴산, 메타크릴산, N-비닐-2-피롤리돈 또는 이의 혼합물로부터 선택된 수용성 단량체의 20 내지 0%이고, Bx는 네오펜틸렌 글리콜 디아크릴레이트, 에티렌 글리콜 디메타크릴레이트, 또는 1몰의 이소포론 디이소시아네이트와 2몰의 2-히드록시에틸 메타크릴레이트 와의 반응 생성물로부터 선택된 디올레핀 단량체 20 내지 5%이다] 85 내지 60중량%를 공중합시키는 방법.
  14. 제12항에 있어서, (A)일반식 A2(여기서 Z1및 Z2는 각각 -0-이고, y2는 1 또는 2이다)의 폴리실록산 40내지 60중량% 및 (B)수- 불용성 단량체(B1), 수용성 단량체(B2), 및 디올레핀 단량체(Bx)의 혼합물[여기서, 단량체 총 중량의 중량% 기준으로, B1은 에틸 아크릴레이트 또는 메타크릴레이트, n-부틸 아크릴레이트 또는 메타크릴레이트, n-헥실 아크릴레이트 또는 메타크릴레이트, 2-에틸헥실아크릴레이트 또는 메타크릴레이트, n-옥틸 아크릴레이트 또는 메타크릴레이트, n-데실 아크릴레이트 또는 메타-크릴레이트, 이의 혼합물 또는 이 혼합물과 메틸 또는 이소보르닐메타크릴레이트 와의 혼합물로부터 선택된 수-불용성 단량체 70 내지 100%이고, B2는 2-히드록시에틸 메타크릴레이트, N,N-디메틸아크릴아미드, 아크릴산, 메타크릴산, N-비닐-2-피롤리돈 또는 이의 혼합물로부터 선택된 수용성 단량체의 25 내지 0%이고, B2는 네오펜틸렌 글리콜 디아크릴레이트, 에틸렌 글리콜 디메타-크릴레이트, 또는 1몰의 이소포론 디이소시아네이트와 2몰의 2-히드록시에틸 메타크릴레이트 와의 반응 생성물로부터 선택된 디올레핀 단량체 5 내지 0%이다] 60 내지 40중량%를 공중합시키는 방법.
  15. 제12항에 있어서, (A)일반식 A1(여기서 Z1및 Z2각각 -0-이고 y는 1또는 2이다)의 폴리실록산 20내지 60%, 및 (B) 수-불용성 단량체(B1, 수용성 단량체 B2, 및 티올레핀 단량체( Bx의혼합물 [여기서, 단량체 총 중량의 중량% 기준으로, B1은 메틸 메타크릴레이트, 2-에틸헥실 아크릴레이트, 헥사, 플루오로이소프로필 메타크릴레이트, 퍼플루오로알킬(C5~C10아크릴레이트 또는 메타크릴레이트, 이소프로필 메타크릴레이트, 이소부릴 메타크릴레이트, 3급-부틸 메타-크릴레이트, 시클로헥실 메타크릴레이트, 이소보르닐 메타크릴-레이트 또는 이의 혼합물로부터 선택된 수-불용성 단량체 0내지 80%이고, R2는 2-히드록시에틸 메타크릴레이트, N,N-디메틸아크릴아미드, n-비닐-2-피롤리돌 아크릴아미드 또는 이의 혼합물로부터 선택된 수용성 단량체 100내지 15%이고, Bx는 네오펜틸렌 글리콜 디아크릴레이트, 에틸렌 글리콜 디메타크릴레이트, 또는 1몰의 이소포론 디이소시아네이트와 2몰의 2-히드록시에틸 메타크릴레이트와의 반응 생성물로부터 선택된 디올레핀 단량체 0내지 5%이다)80내지 40중량%를 공중합시키는 방법.
  16. 제5 또는 13항에 있어서, 언급된 중합체를 하드 (hard) 콘택트렌즈 형태로 제조하는 방법.
  17. 제5 또는 14에 있어서, 언급된 중합체를 소프트 콘택트렌즈 형태로 제조하는 방법.
  18. 제5 또는 15항에 있어서, 언급된 중합체를 소프트 히드로겔 콘택트렌즈 형태로 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019850006948A 1984-09-24 1985-09-23 불포화 폴리실록산의 제조방법 KR930007885B1 (ko)

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Families Citing this family (265)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60228517A (ja) * 1984-04-26 1985-11-13 Kanegafuchi Chem Ind Co Ltd 新規重合体の製造法
JPS60228516A (ja) * 1984-04-26 1985-11-13 Kanegafuchi Chem Ind Co Ltd 新規重合体の製造法
US4851216A (en) * 1984-12-18 1989-07-25 Dow Corning Corporation Hydrophilic silicone-organic copolymer elastomers
US4563539A (en) * 1984-12-18 1986-01-07 Dow Corning Corporation Acrylofunctional silicones
US4833218A (en) * 1984-12-18 1989-05-23 Dow Corning Corporation Hydrophilic silicone-organic copolymer elastomers containing bioactine agent
US4735998A (en) * 1985-04-10 1988-04-05 Shin-Etsu Chemical Co. Ltd. Method for the preparation of a crosslinked organic polymer
DE3517612A1 (de) * 1985-05-15 1987-01-02 Titmus Eurocon Kontaktlinsen Modifizierter siliconkautschuk und seine verwendung als material fuer eine optische linse sowie optische linse aus diesem material
DE3688578T2 (de) * 1985-07-31 1993-10-28 Ciba Geigy Polyvinylalkoholderivate und vernetzte Hydrogelkontaktlinsen.
US4686267A (en) * 1985-10-11 1987-08-11 Polymer Technology Corporation Fluorine containing polymeric compositions useful in contact lenses
US4996275A (en) * 1985-10-11 1991-02-26 Polymer Technology Corporation Fluorine containing polymeric compositions useful in contact lenses
US4684538A (en) * 1986-02-21 1987-08-04 Loctite Corporation Polysiloxane urethane compounds and adhesive compositions, and method of making and using the same
DE3761564D1 (de) * 1986-03-01 1990-03-08 Mitsui Toatsu Chemicals Harze mit einem hohen brechungsindex fuer linsen aus kunststoff.
US4740575A (en) * 1986-04-14 1988-04-26 Arco Chemical Company Terpolymer composition comprising a functional polysiloxane, an isocyanate and a mono-carboxylic acid or salt thereof
JP2532406B2 (ja) * 1986-09-30 1996-09-11 ホ−ヤ株式会社 耐衝撃性の優れた酸素透過性ハ−ドコンタクトレンズ用材料
DE3889769T2 (de) * 1987-04-30 1994-10-20 Ciba Geigy Ag Endständige Vinylgruppen enthaltende Makromere, davon abgeleitete Polymere und Kontaktlinsen.
US5022112A (en) * 1987-08-03 1991-06-11 Newell Operating Company Paint brush with microcellular synthetic bristles
US5221724A (en) * 1987-08-12 1993-06-22 Wisconsin Alumni Research Foundation Polysiloxane polyurea urethanes
US5319023A (en) * 1987-11-09 1994-06-07 Ioptex Research Inc. Optical lenses, haptics therefor and optical lens bodies having haptics
US5274038A (en) * 1987-11-09 1993-12-28 Ioptex Research Inc. Controlled surface optical lens and method of surface alteration
US4929707A (en) * 1988-02-16 1990-05-29 Mitsui Toatsu Chemicals, Inc. Polyurethane base lens resin, plastic lens comprising the resin and preparation method of the lens
ES2064480T3 (es) * 1988-02-26 1995-02-01 Ciba Geigy Ag Una lente de contacto humectable, rigida, permeable a los gases y practicamente no hinchable.
US5070170A (en) * 1988-02-26 1991-12-03 Ciba-Geigy Corporation Wettable, rigid gas permeable, substantially non-swellable contact lens containing block copolymer polysiloxane-polyoxyalkylene backbone units, and use thereof
US4939007A (en) * 1988-03-07 1990-07-03 Becton, Dickinson And Company Article having a hemocompatible surface
JPH0651795B2 (ja) * 1988-09-16 1994-07-06 信越化学工業株式会社 メタクリル官能性ジメチルポリシロキサン
US4983702A (en) * 1988-09-28 1991-01-08 Ciba-Geigy Corporation Crosslinked siloxane-urethane polymer contact lens
US4954586A (en) * 1989-01-17 1990-09-04 Menicon Co., Ltd Soft ocular lens material
US5034461A (en) * 1989-06-07 1991-07-23 Bausch & Lomb Incorporated Novel prepolymers useful in biomedical devices
US5237082A (en) * 1989-09-22 1993-08-17 Minnesota Mining And Manufacturing Company Radiation-curable silicone elastomers and pressure sensitive adhesives
US5147957A (en) * 1989-09-22 1992-09-15 Minnesota Mining And Manufacturing Company Hydrosilated azlactone functional silicon containing compounds and derivatives thereof
US5091483A (en) * 1989-09-22 1992-02-25 Minnesota Mining And Manufacturing Company Radiation-curable silicone elastomers and pressure sensitive adhesives
US5079319A (en) * 1989-10-25 1992-01-07 Ciba-Geigy Corporation Reactive silicone and/or fluorine containing hydrophilic prepolymers and polymers thereof
US5010141A (en) * 1989-10-25 1991-04-23 Ciba-Geigy Corporation Reactive silicone and/or fluorine containing hydrophilic prepolymers and polymers thereof
DE3940536A1 (de) * 1989-12-07 1991-06-13 Wacker Chemie Gmbh Sulfosuccinatgruppen enthaltende organopolysiloxane
DE4009889C1 (ko) * 1990-03-28 1991-06-13 Th. Goldschmidt Ag, 4300 Essen, De
US5314960A (en) * 1990-04-10 1994-05-24 Permeable Technologies, Inc. Silicone-containing polymers, oxygen permeable hydrophilic contact lenses and methods for making these lenses and treating patients with visual impairment
US5244981A (en) * 1990-04-10 1993-09-14 Permeable Technologies, Inc. Silicone-containing contact lens polymers, oxygen permeable contact lenses and methods for making these lenses and treating patients with visual impairment
US5480946A (en) * 1990-04-26 1996-01-02 Ciba Geigy Corporation Unsaturated urea polysiloxanes
ES2063478T3 (es) * 1990-04-26 1995-01-01 Ciba Geigy Ag Polisiloxanos de urea insaturados.
US6464713B2 (en) * 1990-06-28 2002-10-15 Peter M. Bonutti Body tissue fastening
US5371147A (en) * 1990-10-11 1994-12-06 Permeable Technologies, Inc. Silicone-containing acrylic star polymers, block copolymers and macromonomers
US5194556A (en) * 1991-01-09 1993-03-16 Ciba-Geigy Corporation Rigid contact lenses with improved oxygen permeability
EP0583259B1 (en) * 1991-03-20 1996-01-31 Minnesota Mining And Manufacturing Company Radiation curable vinyl/silicone release coating
US5264278A (en) * 1991-03-20 1993-11-23 Minnesota Mining And Manufacturing Company Radiation-curable acrylate/silicone pressure-sensitive adhesive coated tapes adherable to paint coated substrates
US5464659A (en) 1991-05-23 1995-11-07 Minnesota Mining And Manufacturing Company Silicone/acrylate vibration dampers
FR2678277B1 (fr) * 1991-06-27 1993-10-22 Dow Corning Corp Silicones contenant des groupes ether de vinyle peripheriques lateraux reticulables par des photo-initiateurs cationiques et leur application a des revetements et des produits anti-adhesifs pour papier.
JPH06510811A (ja) * 1991-09-12 1994-12-01 ボシュ　アンド　ロム　インコーポレイテッド ぬれ性のシリコーンヒドロゲル組成物および方法
CA2116849C (en) * 1991-09-12 2001-06-12 Yu-Chin Lai Wettable silicone hydrogel compositions and methods
US5352714A (en) * 1991-11-05 1994-10-04 Bausch & Lomb Incorporated Wettable silicone hydrogel compositions and methods for their manufacture
US5310779A (en) * 1991-11-05 1994-05-10 Bausch & Lomb Incorporated UV curable crosslinking agents useful in copolymerization
US5358995A (en) * 1992-05-15 1994-10-25 Bausch & Lomb Incorporated Surface wettable silicone hydrogels
JP3335216B2 (ja) * 1992-06-29 2002-10-15 株式会社メニコン 眼用レンズ材料
JP3195662B2 (ja) * 1992-08-24 2001-08-06 株式会社メニコン 眼用レンズ材料
US5260400A (en) * 1992-12-23 1993-11-09 Dynax Corporation Fluorine and silicon containing water and oil repellents
US5321108A (en) * 1993-02-12 1994-06-14 Bausch & Lomb Incorporated Fluorosilicone hydrogels
US5374662A (en) * 1993-03-15 1994-12-20 Bausch & Lomb Incorporated Fumarate and fumaramide siloxane hydrogel compositions
EP0643329B2 (de) * 1993-08-26 2002-02-06 Vantico AG Flüssige strahlungshärtbare Zusammensetzung, insbesondere für die Stereolithographie
JP3377266B2 (ja) * 1993-12-10 2003-02-17 株式会社メニコン 軟質眼用レンズ材料
WO1996003666A1 (en) * 1994-07-26 1996-02-08 Bausch & Lomb Incorporated Method of polymerizing methacrylate-based compositions
US5760100B1 (en) * 1994-09-06 2000-11-14 Ciba Vision Corp Extended wear ophthalmic lens
US7468398B2 (en) 1994-09-06 2008-12-23 Ciba Vision Corporation Extended wear ophthalmic lens
US5520965A (en) * 1994-10-07 1996-05-28 Minnesota Mining And Manufacturing Company Radiation cured radiographic intensifying screen
TW585882B (en) * 1995-04-04 2004-05-01 Novartis Ag A method of using a contact lens as an extended wear lens and a method of screening an ophthalmic lens for utility as an extended-wear lens
SI0819258T1 (en) * 1995-04-04 2002-04-30 Novartis Ag Extended wear ophthalmic lens
JP3715021B2 (ja) * 1996-04-09 2005-11-09 Ｊｓｒ株式会社 液状硬化性樹脂組成物
US6664359B1 (en) 1996-04-25 2003-12-16 3M Innovative Properties Company Tackified polydiorganosiloxane polyurea segmented copolymers and a process for making same
US6407195B2 (en) 1996-04-25 2002-06-18 3M Innovative Properties Company Tackified polydiorganosiloxane oligourea segmented copolymers and a process for making same
US6441118B2 (en) 1996-04-25 2002-08-27 3M Innovative Properties Company Polydiorganosiloxane oligourea segmented copolymers and a process for making same
US6355759B1 (en) 1996-04-25 2002-03-12 3M Innovative Properties Company Polydiorganosiloxane polyurea segmented copolymers and a process for making same
US6846893B1 (en) 1996-10-23 2005-01-25 Minnesota Mining And Manufacturing Company Polymer mixtures containing polydiorganosiloxane urea-containing components
JPH10231341A (ja) * 1997-02-20 1998-09-02 Jsr Corp 液状硬化性樹脂組成物
DE19718634A1 (de) * 1997-05-02 1998-11-05 Wacker Chemie Gmbh Strahlungs- oder thermischhärtende Organosiloxanmassen mit (Methyl)styrolgruppen
US6943203B2 (en) * 1998-03-02 2005-09-13 Johnson & Johnson Vision Care, Inc. Soft contact lenses
US5962548A (en) * 1998-03-02 1999-10-05 Johnson & Johnson Vision Products, Inc. Silicone hydrogel polymers
US6849671B2 (en) 1998-03-02 2005-02-01 Johnson & Johnson Vision Care, Inc. Contact lenses
ATE276029T1 (de) * 1999-05-14 2004-10-15 Goldschmidt Ag Th Verwendung wasserunlöslicher polyoxyalkylen- polysiloxan-blockmischcopolymerisate zur entschäumung wässriger medien
DE19922218A1 (de) 1999-05-14 2001-02-15 Goldschmidt Ag Th Verwendung wasserunlöslicher poly(oxy-1,4-butandiyl)haltiger Polyoxyalkylen-Polysiloxan-Blockmischcopolymerisate zur Entschäumung wäßriger Medien
EP1065229B1 (en) * 1999-06-30 2004-09-15 Menicon Co., Ltd. Process for preparing a urethane compound for medical instruments
AUPQ197899A0 (en) * 1999-08-02 1999-08-26 Commonwealth Scientific And Industrial Research Organisation Biomedical compositions
DE19938759A1 (de) * 1999-08-16 2001-02-22 Basf Coatings Ag Beschichtungsstoff und seine Verwendung zur Herstellung hochkratzfester mehrschichtiger Klarlackierungen
US6488375B2 (en) 1999-10-28 2002-12-03 Ocular Sciences, Inc. Tinted contact lens and method for making same
US6880932B2 (en) * 1999-11-01 2005-04-19 Praful Doshi Tinted lenses and methods of manufacture
US7267846B2 (en) 1999-11-01 2007-09-11 Praful Doshi Tinted lenses and methods of manufacture
US7048375B2 (en) * 1999-11-01 2006-05-23 Praful Doshi Tinted lenses and methods of manufacture
ATE315795T1 (de) 1999-11-01 2006-02-15 Praful Doshi Getönte kontaktlinse aus kunststoff und verfahren zu deren herstellung
KR100522339B1 (ko) * 1999-12-16 2005-10-20 아사히 가세이 아이미 가부시끼가이샤 장기간 착용이 가능한 소프트 콘택트 렌즈
US7521519B1 (en) * 2000-03-14 2009-04-21 Novartis Ag Organic compounds
US7151122B2 (en) * 2000-07-31 2006-12-19 Pgg Industries Ohio, Inc. UV curable polysiloxane clearcoat
US6861123B2 (en) 2000-12-01 2005-03-01 Johnson & Johnson Vision Care, Inc. Silicone hydrogel contact lens
US20040151755A1 (en) * 2000-12-21 2004-08-05 Osman Rathore Antimicrobial lenses displaying extended efficacy, processes to prepare them and methods of their use
US6774178B2 (en) 2001-01-05 2004-08-10 Novartis Ag Tinted, high Dk ophthalmic molding and a method for making same
US20020133889A1 (en) * 2001-02-23 2002-09-26 Molock Frank F. Colorants for use in tinted contact lenses and methods for their production
US6815074B2 (en) 2001-05-30 2004-11-09 Novartis Ag Polymeric materials for making contact lenses
US20030165015A1 (en) * 2001-12-05 2003-09-04 Ocular Sciences, Inc. Coated contact lenses and methods for making same
US20050258408A1 (en) * 2001-12-20 2005-11-24 Molock Frank F Photochromic contact lenses and methods for their production
US6936641B2 (en) * 2002-06-25 2005-08-30 Johnson & Johnson Vision Care, Inc. Macromer forming catalysts
JP4045135B2 (ja) * 2002-07-03 2008-02-13 株式会社メニコン 含水性コンタクトレンズ及びその製造方法
AU2002950469A0 (en) * 2002-07-30 2002-09-12 Commonwealth Scientific And Industrial Research Organisation Improved biomedical compositions
US20040150788A1 (en) 2002-11-22 2004-08-05 Ann-Margret Andersson Antimicrobial lenses, processes to prepare them and methods of their use
US20080299179A1 (en) * 2002-09-06 2008-12-04 Osman Rathore Solutions for ophthalmic lenses containing at least one silicone containing component
US20050070661A1 (en) * 2003-09-30 2005-03-31 Frank Molock Methods of preparing ophthalmic devices
US7416737B2 (en) * 2003-11-18 2008-08-26 Johnson & Johnson Vision Care, Inc. Antimicrobial lenses, processes to prepare them and methods of their use
US7176268B2 (en) * 2003-12-05 2007-02-13 Bausch & Lomb Incorporated Prepolymers for improved surface modification of contact lenses
US7084188B2 (en) 2003-12-05 2006-08-01 Bausch & Lomb Incorporated Surface modification of contact lenses
US7214809B2 (en) * 2004-02-11 2007-05-08 Johnson & Johnson Vision Care, Inc. (Meth)acrylamide monomers containing hydroxy and silicone functionalities
DE102004028322A1 (de) * 2004-06-11 2005-12-29 Wacker-Chemie Gmbh Verfahren zur Modifizierung faserartiger Substrate mit Siloxancopolymeren
JP4328962B2 (ja) * 2004-06-21 2009-09-09 ライオン株式会社 コンタクトレンズ用の水膜形成剤を含有する組成物
US7411029B2 (en) * 2004-06-25 2008-08-12 Bausch & Lomb Incorporated Prepolymers for improved surface modification of contact lenses
US7494665B1 (en) * 2004-07-30 2009-02-24 Advanced Cardiovascular Systems, Inc. Polymers containing siloxane monomers
US9322958B2 (en) 2004-08-27 2016-04-26 Coopervision International Holding Company, Lp Silicone hydrogel contact lenses
CN102323629B (zh) 2004-08-27 2015-08-19 库柏维景国际控股公司 硅水凝胶隐形眼镜
US20060142525A1 (en) * 2004-12-29 2006-06-29 Bausch & Lomb Incorporated Hydrogel copolymers for biomedical devices
CA2593070A1 (en) * 2004-12-29 2006-07-06 Bausch & Lomb Incorporated Polysiloxane prepolymers for biomedical devices
CN101094879B (zh) * 2004-12-29 2011-08-10 博士伦公司 用于生物医学器件的聚硅氧烷预聚物
US20060276608A1 (en) * 2005-06-06 2006-12-07 Bausch & Lomb Incorporated Method for making biomedical devices
US7344731B2 (en) * 2005-06-06 2008-03-18 Bausch & Lomb Incorporated Rigid gas permeable lens material
US7847033B2 (en) * 2005-07-08 2010-12-07 Research Frontiers Incorporated Materials and methods for improving properties of SPD emulsions and films
US7544371B2 (en) 2005-12-20 2009-06-09 Bausch + Lomb Incorporated Drug delivery systems
US7528208B2 (en) * 2006-01-06 2009-05-05 Bausch & Lomb Incorporated Siloxane prepolymer containing pendant and end-capping cationic and polymerizable groups
US8828420B2 (en) * 2006-01-06 2014-09-09 Bausch & Lomb Incorporated Siloxane prepolymer containing pendant cationic and polymerizable groups
US7559949B2 (en) * 2006-04-28 2009-07-14 Leonard Pinchuk Injectable intraocular lens that minimizes posterior capsule opacification and methods and materials for realizing same
CN101437876B (zh) * 2006-05-03 2012-07-04 视力Crc有限公司 生物聚硅氧烷
EP2020970A4 (en) 2006-05-03 2013-11-13 Vision Crc Ltd TREATMENT OF THE EYE
US20080004410A1 (en) * 2006-06-30 2008-01-03 Yu-Chin Lai Hydrophilic macromonomers having alpha,beta-conjugated carboxylic terminal group and medical devices incorporating same
US7579021B2 (en) 2006-09-27 2009-08-25 Bausch & Lomb Incorporated Drug delivery systems based on degradable cationic siloxanyl macromonomers
US20080100797A1 (en) * 2006-10-31 2008-05-01 Nayiby Alvarez-Carrigan Antimicrobial contact lenses with reduced haze and preparation thereof
CA2668185A1 (en) * 2006-10-31 2008-06-19 Johnson & Johnson Vision Care, Inc. Processes to prepare antimicrobial contact lenses
US20080102095A1 (en) 2006-10-31 2008-05-01 Kent Young Acidic processes to prepare antimicrobial contact lenses
EP1956368A1 (de) * 2007-02-08 2008-08-13 Hamilton Bonaduz AG Nano-Hybridgele als Polymer-Elektrolyte
US8214746B2 (en) * 2007-03-15 2012-07-03 Accenture Global Services Limited Establishment of message context in a collaboration system
JP2010524017A (ja) * 2007-03-30 2010-07-15 ジョンソン・アンド・ジョンソン・ビジョン・ケア・インコーポレイテッド 膨張剤を使用した、ヘーズの低減した抗菌コンタクトレンズの作成
US20080241225A1 (en) * 2007-03-31 2008-10-02 Hill Gregory A Basic processes to prepare antimicrobial contact lenses
US7691917B2 (en) * 2007-06-14 2010-04-06 Bausch & Lomb Incorporated Silcone-containing prepolymers
US7935770B2 (en) 2007-07-03 2011-05-03 Bausch & Lomb Incorporated Surface active prepolymers with both fluorine-containing groups and hydrophilic groups
WO2009045886A1 (en) * 2007-10-03 2009-04-09 Bausch & Lomb Incorporated Novel polymerizable surface active monomers with both fluorine-containing groups and hydrophilic groups
DE102007055703A1 (de) * 2007-12-04 2009-06-10 Wacker Chemie Ag Siliconhaltiger Polyurethanschaum
US20100310622A1 (en) * 2007-12-17 2010-12-09 University Of Florida Research Foundation, Inc. Dry eye treatment by puncta plugs
US7802883B2 (en) 2007-12-20 2010-09-28 Johnson & Johnson Vision Care, Inc. Cosmetic contact lenses having a sparkle effect
US20090168013A1 (en) * 2007-12-27 2009-07-02 Kunzler Jay F Trimethylsilyl-Capped Polysiloxane Macromonomers Containing Polar Fluorinated Side-Chains
GB2456002A (en) * 2007-12-31 2009-07-01 William M Hung A method for the manufacture of silicone hydrogel contact lenses in which filler material is introduced, the lens formed and the filler extracted.
CA2712094C (en) * 2008-02-08 2013-05-28 Asahi Kasei Aime Co., Ltd. Hydrophilic polysiloxane macromonomer, and production and use of the same
US20090244479A1 (en) * 2008-03-31 2009-10-01 Diana Zanini Tinted silicone ophthalmic devices, processes and polymers used in the preparation of same
DE102008001384A1 (de) * 2008-04-25 2009-10-29 Wacker Chemie Ag Siliconhaltiger Polyisocyanuratschaum
KR101422900B1 (ko) * 2008-12-18 2014-07-30 노파르티스 아게 실리콘 히드로겔 콘택트 렌즈의 제조 방법
SG172394A1 (en) 2008-12-30 2011-08-29 Novartis Ag Tri-functional uv-absorbing compounds and use thereof
TWI396702B (zh) * 2009-05-08 2013-05-21 Yun Liang Ouyang 生醫材料之預聚物
US8642712B2 (en) * 2009-05-22 2014-02-04 Novartis Ag Actinically-crosslinkable siloxane-containing copolymers
WO2010133680A1 (en) 2009-05-22 2010-11-25 Novartis Ag Actinically-crosslinkable siloxane-containing copolymers
NZ598405A (en) * 2009-09-15 2013-05-31 Novartis Ag Prepolymers suitable for making ultra-violet absorbing contact lenses
JP6023589B2 (ja) * 2009-10-01 2016-11-09 クーパーヴィジョン インターナショナル ホウルディング カンパニー リミテッド パートナーシップ シリコーンヒドロゲルコンタクトレンズおよびシリコーンヒドロゲルコンタクトレンズの製造方法
EP2510051A1 (en) * 2009-12-07 2012-10-17 Novartis AG Methods for increasing the ion permeability of contact lenses
TWI483996B (zh) * 2009-12-08 2015-05-11 Novartis Ag 具有共價貼合塗層之聚矽氧水凝膠鏡片
EP2513711B1 (en) * 2009-12-14 2017-07-12 Novartis AG Methods for making silicone hydrogel lenses from water-based lens formulations
US8877103B2 (en) 2010-04-13 2014-11-04 Johnson & Johnson Vision Care, Inc. Process for manufacture of a thermochromic contact lens material
US9690115B2 (en) 2010-04-13 2017-06-27 Johnson & Johnson Vision Care, Inc. Contact lenses displaying reduced indoor glare
US8697770B2 (en) 2010-04-13 2014-04-15 Johnson & Johnson Vision Care, Inc. Pupil-only photochromic contact lenses displaying desirable optics and comfort
WO2012015639A1 (en) 2010-07-30 2012-02-02 Novartis Ag Method for making uv-absorbing ophthalmic lenses
WO2012016097A2 (en) 2010-07-30 2012-02-02 Novartis Ag Amphiphilic polysiloxane prepolymers and uses thereof
US8480227B2 (en) 2010-07-30 2013-07-09 Novartis Ag Silicone hydrogel lenses with water-rich surfaces
WO2012047961A1 (en) 2010-10-06 2012-04-12 Novartis Ag Polymerizable chain-extended polysiloxanes with pendant hydrophilic groups
CA2811013C (en) 2010-10-06 2016-01-19 Novartis Ag Chain-extended polysiloxane crosslinkers with dangling hydrophilic polymer chains
US9187601B2 (en) 2010-10-06 2015-11-17 Novartis Ag Water-processable silicone-containing prepolymers and uses thereof
CN103298602B (zh) 2010-12-06 2015-09-23 诺瓦提斯公司 制造硅酮水凝胶接触透镜的方法
WO2012082704A1 (en) 2010-12-13 2012-06-21 Novartis Ag Ophthalmic lenses modified with functional groups and methods of making thereof
TWI517861B (zh) 2011-02-08 2016-01-21 諾華公司 低黏度疏水性眼科裝置材料
WO2012118675A2 (en) 2011-02-28 2012-09-07 Coopervision International Holding Company, Lp Wettable silicone hydrogel contact lenses
MX2013009217A (es) 2011-02-28 2014-09-08 Coopervision Int Holding Co Lp Lentes de contacto de hidrogel de silicona que tienen niveles aceptables de perdida de energia.
CN103764724B (zh) 2011-02-28 2016-04-06 库柏维景国际控股公司 硅酮水凝胶隐形眼镜以及相关组合物和方法
WO2012118674A2 (en) 2011-02-28 2012-09-07 Coopervision International Holding Company, Lp Silicone hydrogel contact lenses
AU2012223584B8 (en) 2011-02-28 2014-08-14 Coopervision International Limited Dimensionally stable silicone hydrogel contact lenses
WO2012118672A2 (en) 2011-02-28 2012-09-07 Coopervision International Holding Company, Lp Silicone hydrogel contact lenses
BR112013021486B1 (pt) 2011-02-28 2021-06-22 Coopervision International Holding Company, Lp Método para fabricação de uma lente de contato de hidrogel, lente de contato de hidrogel e lote e embalagem da dita lente
CA2831659C (en) 2011-04-01 2016-01-05 Novartis Ag Composition for forming a contact lens
HUE027812T2 (en) 2011-06-09 2016-11-28 Novartis Ag Nano-textured silicone hydrogel lenses
WO2013055746A1 (en) 2011-10-12 2013-04-18 Novartis Ag Method for making uv-absorbing ophthalmic lenses by coating
KR101369381B1 (ko) * 2011-11-04 2014-03-06 에스케이이노베이션 주식회사 함불소 화합물을 포함하는 저굴절 코팅 조성물, 이를 이용한 반사방지 필름, 이를 포함하는 편광판 및 표시장치
US9594188B2 (en) 2011-12-06 2017-03-14 University Of Florida Research Foundation, Inc. UV blocker loaded contact lenses
US9840595B2 (en) * 2012-06-25 2017-12-12 Empire Technology Development Llc Silicone rubber
US9395468B2 (en) 2012-08-27 2016-07-19 Ocular Dynamics, Llc Contact lens with a hydrophilic layer
EP2931732B1 (en) 2012-12-14 2020-11-25 Alcon Inc. Amphiphilic siloxane-containing vinylic monomers and uses thereof
JP6065988B2 (ja) 2012-12-14 2017-01-25 ノバルティス アーゲー トリス（トリメチルシロキシ）シランビニル系モノマー及びその用途
JP6154022B2 (ja) 2012-12-14 2017-06-28 ノバルティス アーゲー 両親媒性シロキサン含有（メタ）アクリルアミド及びこれらの使用
EP2932314B1 (en) 2012-12-17 2017-02-01 Novartis AG Method for making improved uv-absorbing ophthalmic lenses
US10118994B2 (en) * 2013-01-31 2018-11-06 Momentive Performance Materials Inc. Water soluble silicone material
SG11201602210WA (en) 2013-10-31 2016-05-30 Novartis Ag Method for producing ophthalmic lenses
CN105917270A (zh) 2013-11-15 2016-08-31 视觉力学有限责任公司 具有亲水层的接触透镜
CN105793022B (zh) 2013-12-13 2017-09-19 诺华股份有限公司 用于制备接触镜片的方法
SG11201603699SA (en) 2013-12-17 2016-07-28 Novartis Ag A silicone hydrogel lens with a crosslinked hydrophilic coating
US9459377B2 (en) * 2014-01-15 2016-10-04 Johnson & Johnson Vision Care, Inc. Polymers comprising sulfonic acid groups
CA2940203C (en) 2014-04-25 2019-08-06 Novartis Ag Carbosiloxane vinylic monomers
CA2940207C (en) 2014-04-25 2019-09-10 Novartis Ag Hydrophilized carbosiloxane vinylic monomers
HUE046948T2 (hu) 2014-08-26 2020-03-30 Novartis Ag Eljárás stabil bevonat felvitelére szilikon hidrogél kontaktlencsékre
JP6356042B2 (ja) * 2014-10-28 2018-07-11 大日精化工業株式会社 ポリシロキサン基含有重合体及び熱硬化被膜
CN107206119B (zh) 2014-12-09 2021-01-29 实体科学公司 具有生物相容性层的医疗设备涂层
JP2018511823A (ja) 2015-03-11 2018-04-26 フロリダ大学 リサーチファウンデーション インコーポレイティッド ジェミニハイドロゲルにおける潤滑のメッシュサイズ制御
MY179854A (en) 2015-05-07 2020-11-18 Alcon Inc Method for producing contact lenses with durable lubricious coatings thereon
WO2017019870A1 (en) * 2015-07-29 2017-02-02 Dsm Ip Assets B.V. Non-linear polysiloxane based multifunctional branched crosslinkers
US9810812B2 (en) 2015-09-04 2017-11-07 Novartis Ag Method for producing contact lenses with durable lubricious coatings thereon
WO2017037611A1 (en) 2015-09-04 2017-03-09 Novartis Ag Soft silicone medical devices with durable lubricious coatings thereon
CN108367517A (zh) 2015-12-15 2018-08-03 诺华股份有限公司 用于生产具有润滑表面的接触镜片的方法
MY184638A (en) 2015-12-15 2021-04-13 Alcon Inc Method for applying stable coating on silicone hydrogel contact lenses
US10254567B2 (en) 2016-02-22 2019-04-09 Novartis Ag UV-absorbing vinylic monomers and uses thereof
WO2017145022A1 (en) 2016-02-22 2017-08-31 Novartis Ag Uv/visible-absorbing vinylic monomers and uses thereof
EP3420384A1 (en) 2016-02-22 2019-01-02 Novartis AG Soft silicone medical devices
SG11201900640UA (en) 2016-09-20 2019-04-29 Novartis Ag Process for producing contact lenses with durable lubricious coatings thereon
MY197057A (en) 2017-06-07 2023-05-23 Alcon Inc Method for producing silicone hydrogel contact lenses
RU2766412C2 (ru) 2017-06-07 2022-03-15 Алькон Инк. Силикон-гидрогелевые контактные линзы
ES2889123T3 (es) 2017-06-07 2022-01-11 Alcon Inc Lentes de contacto de hidrogel de silicona
US10809181B2 (en) 2017-08-24 2020-10-20 Alcon Inc. Method and apparatus for determining a coefficient of friction at a test site on a surface of a contact lens
US10906258B2 (en) 2017-08-29 2021-02-02 Alcon Inc. Cast-molding process for producing contact lenses
CN117492231A (zh) 2017-12-13 2024-02-02 爱尔康公司 周抛和月抛水梯度接触镜片
HUE059157T2 (hu) 2018-01-22 2022-10-28 Alcon Inc Formaöntéses eljárás UV-t elnyelõ kontaktlencse elõállítására
EP3743463A1 (en) * 2018-01-26 2020-12-02 Bausch & Lomb Incorporated Method for end-capping a polysiloxane prepolymer
CN111919141B (zh) 2018-02-26 2023-11-14 爱尔康公司 硅氧烷水凝胶隐形眼镜
WO2019186426A1 (en) 2018-03-28 2019-10-03 Alcon Inc. Method for making silicone hydrogel contact lenses
US11254076B2 (en) 2018-06-04 2022-02-22 Alcon Inc. Method for producing silicone hydrogel contact lenses
SG11202009916RA (en) 2018-06-04 2020-12-30 Alcon Inc Method for producing silicone hydrogel contact lenses
EP3802080B1 (en) 2018-06-04 2023-07-19 Alcon Inc. Method for making silicone hydrogel contact lenses
FR3086660B1 (fr) * 2018-10-02 2021-07-30 Ophtalmic Cie Compositions d'hydrogels
US11061169B2 (en) 2018-11-15 2021-07-13 Alcon Inc. Contact lens with phosphorylcholine-modified polyvinylalcohols therein
US11459479B2 (en) 2018-12-03 2022-10-04 Alcon Inc. Method for making coated silicone hydrogel contact lenses
US11099300B2 (en) 2018-12-03 2021-08-24 Alcon Inc. Method for producing coated silicone hydrogel contact lenses
US11724471B2 (en) 2019-03-28 2023-08-15 Johnson & Johnson Vision Care, Inc. Methods for the manufacture of photoabsorbing contact lenses and photoabsorbing contact lenses produced thereby
SG11202108875UA (en) 2019-04-10 2021-10-28 Alcon Inc Method for producing coated contact lenses
SG11202111035WA (en) 2019-05-13 2021-11-29 Alcon Inc Method for producing photochromic contact lenses
SG11202111037SA (en) 2019-05-28 2021-12-30 Alcon Inc Method for making opaque colored silicone hydrogel contact lenses
EP3976381A1 (en) 2019-05-28 2022-04-06 Alcon Inc. Pad transfer printing instrument and method for making colored contact lenses
EP3983459A1 (en) * 2019-06-13 2022-04-20 3M Innovative Properties Company Crosslinkers and curable compositions including the same
WO2021090169A1 (en) 2019-11-04 2021-05-14 Alcon Inc. Contact lenses with surfaces having different softness
JP2023504385A (ja) 2019-12-16 2023-02-03 アルコン インク． 湿潤性シリコーンヒドロゲルコンタクトレンズ
US20210284778A1 (en) 2020-03-11 2021-09-16 Alcon Inc. Photochromic polydiorganosiloxane vinylic crosslinkers
US11618823B2 (en) 2020-03-19 2023-04-04 Alcon Inc. High refractive index siloxane insert materials for embedded contact lenses
US11833770B2 (en) 2020-03-19 2023-12-05 Alcon Inc. Method for producing embedded or hybrid hydrogel contact lenses
JP7534430B2 (ja) 2020-03-19 2024-08-14 アルコン インク． 埋込式シリコーンヒドロゲルコンタクトレンズ
US11867874B2 (en) 2020-03-19 2024-01-09 Alcon Inc. Insert materials with high oxygen permeability and high refractive index
WO2021224855A1 (en) 2020-05-07 2021-11-11 Alcon Inc. Method for producing silicone hydrogel contact lenses
WO2021245551A1 (en) 2020-06-02 2021-12-09 Alcon Inc. Method for making photochromic contact lenses
EP4189469B1 (en) 2020-07-28 2024-09-25 Alcon Inc. Contact lenses with softer lens surfaces
WO2022090967A1 (en) 2020-10-28 2022-05-05 Alcon Inc. Method for making photochromic contact lenses
EP4240578A1 (en) 2020-11-04 2023-09-13 Alcon Inc. Method for making photochromic contact lenses
EP4240579A1 (en) 2020-11-04 2023-09-13 Alcon Inc. Method for making photochromic contact lenses
EP4263737A1 (en) 2020-12-17 2023-10-25 3M Innovative Properties Company Composition including monomer with a carboxylic acid group, monomer with a hydroxyl group, a cycloalkyl monomer, and crosslinker and related articles and methods
EP4263640A1 (en) 2020-12-17 2023-10-25 3M Innovative Properties Company Composition including an acrylic monomer with a carboxylic acid group, an acrylic monomer with a hydroxyl group, an alkyl (meth)acrylate monomer and crosslinker, and related articles and methods
EP4291601A1 (en) 2021-02-09 2023-12-20 Alcon Inc. Hydrophilized polydiorganosiloxane vinylic crosslinkers
US20220281193A1 (en) 2021-03-08 2022-09-08 Alcon Inc. Method for making photofunctional contact lenses
EP4314118A1 (en) 2021-03-23 2024-02-07 Alcon Inc. Polysiloxane vinylic crosslinkers with high refractive index
EP4313566A1 (en) 2021-03-24 2024-02-07 Alcon Inc. Method for making embedded hydrogel contact lenses
WO2022208450A1 (en) 2021-04-01 2022-10-06 Alcon Inc. Method for making photochromic contact lenses
EP4313569A1 (en) 2021-04-01 2024-02-07 Alcon Inc. Method for making embedded hydrogel contact lenses
KR20230144622A (ko) 2021-04-01 2023-10-16 알콘 인코포레이티드 내장형 히드로겔 콘택트 렌즈
CN113088005A (zh) * 2021-04-16 2021-07-09 贵州凯科特材料有限公司 一种汽车用高性能复合材料
EP4356169A1 (en) 2021-06-14 2024-04-24 Alcon Inc. Multifocal diffractive silicone hydrogel contact lenses
EP4377367A1 (en) 2021-07-27 2024-06-05 3M Innovative Properties Company Composition including monomer with a carboxylic acid group, monomer with a hydroxyl group, an alkyl monomer, and crosslinker and related article and method
US20230339148A1 (en) 2022-04-26 2023-10-26 Alcon Inc. Method for making embedded hydrogel contact lenses
US20230339149A1 (en) 2022-04-26 2023-10-26 Alcon Inc. Method for making embedded hydrogel contact lenses
US20230364832A1 (en) 2022-04-28 2023-11-16 Alcon Inc. Method for making uv and hevl-absorbing ophthalmic lenses
US20230350100A1 (en) 2022-04-29 2023-11-02 Alcon Inc. Method for making silicone hydrogel contact lenses
US20230357478A1 (en) 2022-05-09 2023-11-09 Alcon Inc. Method for making embedded hydrogel contact lenses
WO2023228054A1 (en) 2022-05-23 2023-11-30 Alcon Inc. Method for making hevl-filtering contact lenses
WO2023228055A1 (en) 2022-05-23 2023-11-30 Alcon Inc. Uv/hevl-filtering contact lenses
WO2023228106A1 (en) 2022-05-25 2023-11-30 Alcon Inc. Method for making embedded hydrogel contact lenses
WO2024038390A1 (en) 2022-08-17 2024-02-22 Alcon Inc. A contact lens with a hydrogel coating thereon
WO2024161344A1 (en) 2023-02-02 2024-08-08 Alcon Inc. Water gradient silicone hydrogel contact lenses
WO2024180452A1 (en) 2023-02-27 2024-09-06 Alcon Inc. A method for producing wettable silicone hydrogel contact lenses
US20240316886A1 (en) 2023-03-22 2024-09-26 Alcon Inc. Method for making embedded hydrogel contact lenses
CN117924613A (zh) * 2023-12-14 2024-04-26 中国科学院合肥物质科学研究院 一种柔性基板材料及其制备方法

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2718516A (en) * 1952-11-08 1955-09-20 Rohm & Haas Isocyanato esters of acrylic, methacrylic, and crotonic acids
GB1252099A (ko) * 1969-05-14 1971-11-03
US4136250A (en) * 1977-07-20 1979-01-23 Ciba-Geigy Corporation Polysiloxane hydrogels
US4130708A (en) * 1977-12-09 1978-12-19 Ppg Industries, Inc. Siloxane urethane acrylate radiation curable compounds for use in coating compositions
US4233425A (en) * 1978-11-15 1980-11-11 The Dow Chemical Company Addition polymerizable polyethers having pendant ethylenically unsaturated urethane groups
CA1156795A (en) * 1979-04-11 1983-11-08 Richard G. Newell Curable fluorocarbon substituted polyetherurethaneacrylates
US4320221A (en) * 1980-12-12 1982-03-16 The Dow Chemical Company Addition polymerizable isocyanate-polyol anaerobic adhesives
US4486577A (en) * 1982-10-12 1984-12-04 Ciba-Geigy Corporation Strong, silicone containing polymers with high oxygen permeability
CA1236624A (en) * 1983-04-28 1988-05-10 Minnesota Mining And Manufacturing Company Ophthalmic devices fabricated from urethane acrylates of polysiloxane alcohols

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NO853727L (no) 1986-03-25
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FI86868B (fi) 1992-07-15
ATE70290T1 (de) 1991-12-15
DK429985D0 (da) 1985-09-23
ES547195A0 (es) 1988-02-16
JPH06279560A (ja) 1994-10-04
AU4769785A (en) 1986-04-10
CA1238135A (en) 1988-06-14
IE58105B1 (en) 1993-07-14
ES8802434A1 (es) 1988-06-01
ES8801687A1 (es) 1988-02-16
GR852313B (ko) 1986-01-24
ZA857281B (en) 1986-05-28
BR8504649A (pt) 1986-07-15
EP0176481A3 (en) 1987-12-09
FI853633A0 (fi) 1985-09-20
NO164249C (no) 1990-09-12
IE852339L (en) 1986-03-24
PT81176B (pt) 1988-01-22
ES557265A0 (es) 1988-06-01
JPH0826152B2 (ja) 1996-03-13
EP0176481B1 (de) 1991-12-11
IL76465A (en) 1989-08-15
DK169764B1 (da) 1995-02-20
EP0176481A2 (de) 1986-04-02
KR930007885B1 (ko) 1993-08-21
NZ213586A (en) 1989-01-27
IN166418B (ko) 1990-05-05
DE3584868D1 (de) 1992-01-23
US4605712A (en) 1986-08-12
FI86868C (fi) 1992-10-26
AU585254B2 (en) 1989-06-15
PH22284A (en) 1988-07-14
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HK62394A (en) 1994-07-01
JPS6185442A (ja) 1986-05-01
SG48994G (en) 1994-11-25
PT81176A (en) 1985-10-01

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