KR20110083159A - Contact lens comprising ultraviolet rays absorption material and preparation method thereof - Google Patents
Contact lens comprising ultraviolet rays absorption material and preparation method thereof Download PDFInfo
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Abstract
Description
본 발명은 자외선 흡수제를 포함하는 콘택트렌즈 및 이의 제조방법에 관한 것으로 보다 상세하게는 2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone), 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone), 에틸렌 글리콜 디메타크릴레이트(ethylene glycol dimethacrylate, EGDMA) 및 2-하이드록시에틸 메타크릴레이트(2-hydroxyethyl methacrylate, HEMA)을 포함하는 콘택트렌즈 및 이의 제조방법에 관한 것이다.
The present invention relates to a contact lens including a UV absorber and a method of manufacturing the same, and more particularly 2-hydroxy-4-methoxy-benzophenone, 2,4-di Contact lenses including hydroxy-benzophenone, ethylene glycol dimethacrylate (EGDMA) and 2-hydroxyethyl methacrylate (HEMA) And it relates to a manufacturing method thereof.
시력이 나쁜 사람은 외부의 물체를 보다 선명하게 보기 위해 안경을 많이 착용하고 있다. 그러나 안경은 운동시 불편하고, 외부의 충격에 의해 안경이 파손되는 경우 눈의 손상이 심각하며, 타인이 보기에 미관상 좋지 않게 보는 면이 많아 특히 미적 감각을 우선하는 여성들로부터 많은 외면을 받고 있다. 이러한 문제들 뿐만 아니라 여러 가지 많은 이유로 인해 안경 이외에 외부의 물체를 보다 선명히 할 수 있는 것을 개발하고자 안구(眼球)의 전면에 렌즈를 직접 콘택트(密着)시켜 좋은 시력을 얻고자 하는 콘택트렌즈(contact lens)가 탄생하게 되었다.People with poor eyesight wear a lot of glasses to see outside objects more clearly. However, glasses are inconvenient during exercise, when the glasses are damaged by an external shock, serious eye damage, and many people look aesthetically unsightly, and many people are particularly aesthetically oriented. Not only for these problems, but also for a variety of reasons, contact lenses that want to obtain good vision by directly contacting the lens on the front of the eyeball in order to develop a clearer object outside the glasses. ) Was born.
현재 대부분 사용되는 콘택트렌즈는 각막과 공막(鞏膜:검은 눈동자와 그 주위의 흰 부분)에 장착하는 공각막(鞏角膜)렌즈와 각막부에 장착하는 각막렌즈가 있다. 공각막렌즈는 밀리거나 탈락하는 일이 없지만 장시간 착용하면 각막이나 공막을 상하게 하는 일이 있으므로, 특별한 경우를 제외하고는 거의 각막렌즈가 사용된다.Most of the contact lenses currently used include cornea and sclera that are attached to the cornea and sclera (black eyes and the white area around them) and corneal lenses that are attached to the cornea. The cornea lens is not pushed or dropped, but if worn for a long time, the cornea or sclera may be damaged. Thus, except for special cases, corneal lenses are used.
콘택트렌즈가 사용되는 경우는 여러 가지 이유가 있으나 주로 의학, 직업, 미용 등의 이유로 사용이 많이 되고 있다. 의학적으로는 콘택트렌즈가 아니면 시력이 충분히 교정되지 않는 경우에 사용된다. 즉 굴절이상(屈折異常), 특히 심한 근시·난시(亂視)·부동시(不同視:좌우 눈의 굴절도의 차가 큰 것)를 비롯하여 무수정체증(無水晶體症:수술 등으로 눈 속의 렌즈를 제거한 것)이나 각막의 표면에 요철(凹凸)이 있을 때, 원추각막(圓錐角膜:각막이 원추형으로 변형된 것) 등이다. 직업상은 안경이 흐리거나 직업상 안경의 착용이 위험한 경우에 사용되며, 미용적으로는 안경의 사용을 원하지 않는 사람, 또 의안(義眼)을 보기 좋게 하기 위하여 사용된다. When contact lenses are used for a variety of reasons, they are mainly used for medical, occupational, and beauty reasons. Medically, it is used when the vision is not sufficiently corrected unless it is a contact lens. In other words, the lens in the eye was removed due to astigmatism, especially severe myopia, astigmatism, and paranasal astigmatism. Or when the surface of the cornea has irregularities, such as a keratoconus. Occupation is used when the glasses are blurred or when it is dangerous to wear the glasses, and it is used to make a good view of the person who does not want to use the glasses cosmetically.
콘택트렌즈가 안경에 비해 좋은점은 항상 시선과 렌즈의 광축(光軸)이 일치하므로 수차(收差)가 없는 점, 좌우의 굴절도가 달라서 망막상(網膜像)의 크기에 차이가 없어 물체가 이중으로 보이거나 일그러져 보이는 일이 없으므로 시야가 넓은 점, 각막 표면에 요철이나 엷은 혼탁이 있어도 난반사(亂反射)가 없어지고 시력이 좋아지는 점, 렌즈의 착용을 겉보기로는 모른다는 점 등이다. 이에 반해 단점으로는 특별한 알레르기, 극도의 신경질, 손재주가 없는 사람에게는 부적당한 점과, 일정한 착용조건을 지켜서 사용해야 하며, 익숙할 때까지 다소 이물감(異物感)이나 충혈 등이 있다. 또 눈병, 각막·결막·공막·안검(眼瞼)의 질병, 홍채염(虹彩炎)이나 모양체염(毛樣體炎) 등이 있는 경우는 사용하면 안 된다. 처음 사용할 때는 안과의사의 정밀검사를 받아 착용하고, 눈병의 유무도 잘 조사해야 한다.The advantage of contact lenses over glasses is that the line of sight and the optical axis of the lens always coincide, so there is no aberration and the refractions on the left and right are different, so there is no difference in the size of the retina. There is no double or distorted appearance, so the field of vision is wide, even if there are irregularities or light turbidity on the surface of the cornea, diffuse reflection (亂 反射) is eliminated and vision is improved. On the other hand, the disadvantage is that it is inappropriate for people without special allergies, extreme nervousness, dexterity, and should be used under certain conditions of wearing, and there are some foreign objects or congestion until familiarity. Do not use if you have eye disease, cornea, conjunctiva, sclera, eyelid disease, iris infection or ciliary inflammation. When used for the first time, the ophthalmologist must be thoroughly examined and worn, and the eye disease should be checked well.
콘택트렌즈의 종류는 여러 가지 분류에 따라 나뉠 수 있는데 이중 만드는 재질에 따라 하드렌즈와 소프트렌즈로 구분된다. 하드렌즈는 소프트렌즈에 비하여 안전성이 높고 단단한 재료로 만들어지는데, 난시가 심하거나 불규칙한 각막환자의 시력교정에 좋다. 소프트렌즈는 친수성의 특징을 지니며, 하드렌즈에 비하여 렌즈가 닿을 때 느끼는 이물감이나 각막의 압박이 적다. 이외에도 착용기간에 따라 매일착용 렌즈와 연속착용 렌즈, 일회용 렌즈로 구분된다. 또 사용목적에 따라 굴절이상 교정렌즈, 난시렌즈, 노안렌즈, 미용칼라 소프트렌즈, 미용홍채 소프트렌즈, 라식RGP렌즈, 자외선 차단 렌즈 등이 있다.The types of contact lenses can be divided according to various classifications. The materials are divided into hard lenses and soft lenses. Hard lenses are made of a more stable and harder material than soft lenses, which are good for vision correction in patients with severe astigmatism or irregular corneas. Soft lenses are characterized by hydrophilicity and less foreign body feeling or pressure on the cornea when they are in contact with hard lenses. In addition, according to the wear period, it is divided into daily wear lens, continuous wear lens, disposable lens. Depending on the purpose of use, there are refractive index corrective lens, astigmatism lens, presbyopia lens, cosmetic color soft lens, cosmetic iris soft lens, LASIK RGP lens, and UV blocking lens.
한편 본 발명과 관련된 선행기술로서 한국특허 제0741611호는 실리콘을 포함한 우레탄 친수성 콘택트렌즈 및 그 제조방법에 관한 것으로, 더욱 상세하게는 하이드록시에틸메트아크릴레이트, 실리콘-우레탄, N-비닐-피롤리돈, 에틸렌 글리콜 디메트아크릴레이트 및 메틸 메트아크릴레이트를 단량체로 하여 구성된 중합체를 포함하도록 하여 함수율 및 광투과성이 좋은 하이드로젤 콘택트렌즈 및 그 제조방법에 관한 것이다.Meanwhile, Korean Patent No. 0741611 relates to a urethane hydrophilic contact lens including silicone and a method for manufacturing the same, and more specifically, hydroxyethyl methacrylate, silicone-urethane, and N-vinyl-pyrroli. The present invention relates to a hydrogel contact lens having a good water content and light transmittance by including a polymer composed of don, ethylene glycol dimethacrylate and methyl methacrylate as monomers, and a manufacturing method thereof.
한국특허 제0557679호는 4차암모늄의 공중합에 의한 콘택트렌즈 제조방법에 대한 것으로, 일반 콘택트렌즈 재질에 살균제나 단백질제거제용액으로 항균성이 우수한 4차암모늄 (Quaternary ammonium group)의 공중합에 의한 콘택즈렌즈를 제공함으로써,빛 투과성, 투명성이 뛰어날 뿐만 아니라 강한 항균성이 있는 렌즈를 제공하는데 있어서, HEMA(hydroxy ethylmethacrylate), MMA(methylmetacrylate), MA(methacrylate), NVP(N-vinyl-pyroridon)는 통상의 콘텍즈렌즈 혼합비율로 혼합하며, 개시제(nitiator)이자 산화제인 AIBN(azobisiso buthylnitrile)은 모노머 총무게의 0.1％wt 혼합 후, 1중량％ 이하의 4차암모늄염을 넣고, 잘 혼합하여 60℃ 열 중탕에서 약 1시간 중합함을 특징으로 하는 4차암모늄의 공중합에 의한 콘택트렌즈 제조방법에 대한 것이다.Korean Patent No. 0557679 relates to a method for manufacturing a contact lens by copolymerization of quaternary ammonium, and a contact lens by copolymerization of quaternary ammonium group having excellent antibacterial effect as a disinfectant or protein remover solution in general contact lens materials. In order to provide a lens having excellent light transmittance and transparency as well as strong antibacterial properties, HEMA (hydroxy ethylmethacrylate), MMA (methylmetacrylate), MA (methacrylate), and NVP (N-vinyl-pyroridon) are conventional cones. AIBN (azobisiso buthylnitrile), an initiator and an oxidant, was mixed at a mixing ratio of the lens lens, and 0.1% wt of the total monomer weight was added, and then 1 wt% or less of quaternary ammonium salt was added and mixed well. It relates to a method for producing a contact lens by copolymerization of quaternary ammonium, characterized in that polymerization for about 1 hour.
본 발명은 2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone), 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone)과 에틸렌 글리콜 디메타크릴레이트(ethylene glycol dimethacrylate, EGDMA) 및 2-하이드록시에틸 메타크릴레이트(2-hydroxyethyl methacrylate, HEMA)을 포함하는 콘택트렌즈 및 이의 제조방법에 관한 것으로서 상기 선행기술들과는 기술적 구성이 서로 상이한 발명이다.
The present invention relates to 2-hydroxy-4-methoxy-benzophenone, 2,4-dihydroxy-benzophenone and ethylene glycol di The present invention relates to a contact lens including methacrylate (ethylene glycol dimethacrylate, EGDMA) and 2-hydroxyethyl methacrylate (HEMA), and a method for manufacturing the same. .
본 발명의 목적은 자외선 흡수제를 포함하는 콘택트렌즈 및 이의 제조방법을 제공하고자 한다.
It is an object of the present invention to provide a contact lens comprising the ultraviolet absorber and a method of manufacturing the same.
은 본 발명은 2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone), 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone)과 에틸렌 글리콜 디메타크릴레이트(ethylene glycol dimethacrylate, EGDMA) 및 2-하이드록시에틸 메타크릴레이트(2-hydroxyethyl methacrylate, HEMA)을 포함하는 콘택트렌즈를 제공할 수 있다.The present invention is 2-hydroxy-4-methoxy-benzophenone (2-hydroxy-4-methoxy-benzophenone), 2,4-dihydroxy-benzophenone (2,4-dihydroxy-benzophenone) and ethylene glycol Contact lenses including dimethacrylate (ethylene glycol dimethacrylate, EGDMA) and 2-hydroxyethyl methacrylate (HEMA) can be provided.
본 발명은 콘택트렌즈의 제조방법에 있어서, 2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone) 2∼3중량％, 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone) 2∼3중량％, 에틸렌 글리콜 디메타크릴레이트(ethylene glycol dimethacrylate, EGDMA) 0.1∼1.0중량％ 및 잔부의 2-하이드록시에틸 메타크릴레이트(2-hydroxyethyl methacrylate, HEMA)를 혼합하여 혼합물을 얻는 단계; 상기의 혼합물에 아조비스이소부티로니트릴(azobisisobutyronitrile, AIBN)을 상기 혼합물 전체 중량 대비 0.1∼0.3중량％를 넣어 배합한 후 몰드에 주입시키고 진공 오븐을 이용하여 68∼73℃에서 35∼45분, 78∼83℃에서 35∼45분, 98∼105℃에서 35∼45분 동안 가열하여 중합시키는 것을 특징으로 하는 콘택트렌즈의 제조방법을 제공할 수 있다.
The present invention provides a method for producing a contact lens, 2-hydroxy-4-methoxy-benzophenone 2 to 3% by weight, 2,4-dihydroxy-benzophenone 2-3 wt% of (2,4-dihydroxy-benzophenone), 0.1-1.0 wt% of ethylene glycol dimethacrylate (EGDMA) and the balance of 2-hydroxyethyl methacrylate (2-hydroxyethyl methacrylate, HEMA) is mixed to obtain a mixture; Azobisisobutyronitrile (AIBN) was added to the mixture in an amount of 0.1 to 0.3% by weight based on the total weight of the mixture, and then injected into a mold, and then 35 to 45 minutes at 68 to 73 ° C. using a vacuum oven. It is possible to provide a method for producing a contact lens characterized in that the polymerization is carried out by heating at 78 to 83 ° C. for 35 to 45 minutes and 98 to 105 ° C. for 35 to 45 minutes.
본 발명은 광투과율(Optical transmittance), 바람직하게는 가시광선 투과율이 우수하고, 자외선을 차단할 수 있는 콘택트렌즈를 제공할 수 있다.The present invention can provide a contact lens that is excellent in optical transmittance, preferably visible light transmittance, and can block ultraviolet rays.
본 발명은 광투과율, 바람직하게는 가시광선 투과율이 우수하고, 자외선을 차단할 수 있는 콘택트렌즈의 제조방법을 제공할 수 있다.
The present invention can provide a method for manufacturing a contact lens that is excellent in light transmittance, preferably visible light transmittance, and can block ultraviolet rays.
도 1은 실시예(HDB)에서 제조한 콘택트렌즈와 비교예(Blank)에서 제조한 콘택트렌즈의 광투과율(Optical transmittance)을 나타낸 그래프이다.1 is a graph showing optical transmittance of a contact lens manufactured in Example (HDB) and a contact lens manufactured in Comparative Example (Blank).
본 발명은 자외선 흡수제를 포함하는 콘택트렌즈를 나타낸다.The present invention represents a contact lens comprising an ultraviolet absorber.
본 발명은 자외선 흡수제로서 벤조페논(benzophenone)을 포함하는 콘택트렌즈를 나타낸다.The present invention represents a contact lens comprising benzophenone as an ultraviolet absorber.
본 발명은 자외선 흡수제로서 2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone) 및/또는 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone)을 포함하는 콘택트렌즈를 나타낸다.The present invention provides 2-hydroxy-4-methoxy-benzophenone and / or 2,4-dihydroxy-benzophenone as an ultraviolet absorber. And a contact lens including
본 발명은 2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone), 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone), 에틸렌 글리콜 디메타크릴레이트(ethylene glycol dimethacrylate, EGDMA) 및 2-하이드록시에틸 메타크릴레이트(2-hydroxyethyl methacrylate, HEMA)을 포함하는 콘택트렌즈를 나타낸다.The present invention is 2-hydroxy-4-methoxy-benzophenone, 2,4-dihydroxy-benzophenone, 2,4-dihydroxy-benzophenone, ethylene glycol di A contact lens including methacrylate (ethylene glycol dimethacrylate, EGDMA) and 2-hydroxyethyl methacrylate (HEMA) is shown.
본 발명은 콘택트렌즈 전체 중량 대비 2-하이드록시-4-메톡시-벤조페논 2∼3중량％, 2,4-디하이드록시-벤조페논 2∼3중량％, 에틸렌 글리콜 디메타크릴레이트(EGDMA) 0.1∼1.0중량％ 및 잔부의 2-하이드록시에틸 메타크릴레이트(HEMA)을 포함하는 콘택트렌즈를 나타낸다.The present invention is 2 to 3% by weight of 2-hydroxy-4-methoxy-benzophenone, 2 to 3% by weight 2,4-dihydroxy-benzophenone, ethylene glycol dimethacrylate (EGDMA) ) A contact lens containing 0.1 to 1.0% by weight and the balance of 2-hydroxyethyl methacrylate (HEMA).
본 발명은 콘택트렌즈 전체 중량 대비 2-하이드록시-4-메톡시-벤조페논 2.385중량％, 2,4-디하이드록시-벤조페논 2.385중량％, 에틸렌 글리콜 디메타크릴레이트(EGDMA) 0.46중량％ 및 잔부의 2-하이드록시에틸 메타크릴레이트(HEMA) 94.78중량％를 포함하는 콘택트렌즈를 나타낸다.The present invention is 2.385% by weight 2-hydroxy-4-methoxy-benzophenone, 2.385% by weight 2,4-dihydroxy-benzophenone, 0.46% by weight ethylene glycol dimethacrylate (EGDMA) relative to the total weight of the contact lens And 94.78% by weight of the balance of 2-hydroxyethyl methacrylate (HEMA).
본 발명의 콘택트렌즈는 자외선 흡수제로서 2-하이드록시-4-메톡시-벤조페논 및 2,4-디하이드록시-벤조페논을 각각 콘택트렌즈 전체 중량 대비 2∼3중량％, 2∼3중량％을 사용할 수 있다.The contact lens of the present invention is 2-hydroxy-4-methoxy-benzophenone and 2,4-dihydroxy-benzophenone as the ultraviolet absorber, respectively, from 2 to 3% by weight and from 2 to 3% by weight based on the total weight of the contact lens. Can be used.
본 발명의 콘택트렌즈에서 자외선 흡수제로서 2-하이드록시-4-메톡시-벤조페논 을 콘택트렌즈 전체 중량 대비 2중량％ 미만 사용하면 콘택트렌즈에서 자외선 차단 효과가 미미하고, 3중량％를 초과하여 사용하면 뚜렷한 자외선 차단 효과의 상승이 없으므로 본 발명에서 자외선 흡수제로서 2-하이드록시-4-메톡시-벤조페논은 콘택트렌즈 전체 중량 대비 2∼3중량％ 포함되는 것이 좋다.When 2-hydroxy-4-methoxy-benzophenone is used as the ultraviolet absorbent in the contact lens of the present invention, less than 2% by weight based on the total weight of the contact lens, the UV blocking effect of the contact lens is insignificant, and it is used in excess of 3% by weight. If there is no obvious increase in the sunscreen effect, 2-hydroxy-4-methoxy-benzophenone as the ultraviolet absorber in the present invention is preferably included 2 to 3% by weight relative to the total weight of the contact lens.
본 발명의 콘택트렌즈에서 자외선 흡수제로서 2,4-디하이드록시-벤조페논을 콘택트렌즈 전체 중량 대비 2중량％ 미만 사용하면 콘택트렌즈에서 자외선 차단 효과가 미미하고, 3중량％를 초과하여 사용하면 뚜렷한 자외선 차단 효과의 상승이 없으므로 본 발명에서 자외선 흡수제로서 2,4-디하이드록시-벤조페논은 콘택트렌즈 전체 중량 대비 2∼3중량％ 포함되는 것이 좋다.
When 2,4-dihydroxy-benzophenone is used as the ultraviolet absorbent in the contact lens of the present invention less than 2% by weight based on the total weight of the contact lens, the UV blocking effect is insignificant in the contact lens, and when used in excess of 3% by weight, Since there is no increase in the sunscreen effect, 2,4-dihydroxy-benzophenone as the ultraviolet absorber in the present invention is preferably included 2 to 3% by weight based on the total weight of the contact lens.
본 발명은 자외선 흡수제를 포함하는 콘택트렌즈의 제조방법을 나타낸다.This invention shows the manufacturing method of a contact lens containing a ultraviolet absorber.
본 발명은 콘택트렌즈의 제조방법에 있어서, 2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone) 2∼3중량％, 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone) 2∼3중량％, 에틸렌 글리콜 디메타크릴레이트(ethylene glycol dimethacrylate, EGDMA) 0.1∼1.0중량％ 및 잔부의 2-하이드록시에틸 메타크릴레이트(2-hydroxyethyl methacrylate, HEMA)를 혼합하여 혼합물을 얻는 단계; 상기의 혼합물에 중합개시제로서 아조비스이소부티로니트릴(azobisisobutyronitrile, AIBN)을 상기 혼합물 전체 중량 대비 0.1∼0.3중량％를 넣어 배합한 후 몰드(mold)에 주입시키고 진공 오븐을 이용하여 68∼73℃에서 35∼45분, 78∼83℃에서 35∼45분, 98∼105℃에서 35∼45분 동안 가열하여 중합시키는 것을 특징으로 하는 콘택트렌즈의 제조방법을 나타낸다.The present invention provides a method for producing a contact lens, 2-hydroxy-4-methoxy-benzophenone 2 to 3% by weight, 2,4-dihydroxy-benzophenone 2-3 wt% of (2,4-dihydroxy-benzophenone), 0.1-1.0 wt% of ethylene glycol dimethacrylate (EGDMA) and the balance of 2-hydroxyethyl methacrylate (2-hydroxyethyl methacrylate, HEMA) is mixed to obtain a mixture; Azobisisobutyronitrile (AIBN) was added to the mixture as a polymerization initiator in an amount of 0.1 to 0.3% by weight based on the total weight of the mixture, and then injected into a mold, followed by a vacuum oven at 68 to 73 ° C. A method of manufacturing a contact lens is characterized in that the polymerization is carried out by heating for 35 to 45 minutes, at 78 to 83 ° C for 35 to 45 minutes, and at 98 to 105 ° C for 35 to 45 minutes.
본 발명은 콘택트렌즈의 제조방법에 있어서, 2-하이드록시-4-메톡시-벤조페논 2.385중량％, 2,4-디하이드록시-벤조페논 2.385중량％, 에틸렌 글리콜 디메타크릴레이트(EGDMA) 0.46중량％ 및 2-하이드록시에틸 메타크릴레이트(HEMA) 94.78중량％를 혼합하여 혼합물을 얻는 단계; 상기의 혼합물에 중합개시제로서 아조비스이소부티로니트릴(AIBN)을 상기 혼합물 전체 중량 대비 0.1중량％를 넣어 배합한 후 몰드에 주입시키고 진공 오븐을 이용하여 70℃에서 40분, 80℃에서 40분 및 100℃에서 40분 동안 가열하여 중합시키는 것을 특징으로 하는 콘택트렌즈의 제조방법을 나타낸다.The present invention provides a method for producing a contact lens, 2.385% by weight of 2-hydroxy-4-methoxy-benzophenone, 2.385% by weight of 2,4-dihydroxy-benzophenone, ethylene glycol dimethacrylate (EGDMA) Mixing 0.46% by weight and 94.78% by weight of 2-hydroxyethyl methacrylate (HEMA) to obtain a mixture; Azobisisobutyronitrile (AIBN) was added to the mixture as a polymerization initiator in an amount of 0.1% by weight based on the total weight of the mixture, followed by injecting into a mold, and then 40 minutes at 70 ° C. and 40 minutes at 80 ° C. using a vacuum oven. And a method of manufacturing a contact lens, characterized in that the polymerization is carried out by heating at 100 ° C. for 40 minutes.
본 발명의 콘택트렌즈 제조시 자외선 흡수제로서 2-하이드록시-4-메톡시-벤조페논 및 2,4-디하이드록시-벤조페논을 각각 콘택트렌즈 전체 중량 대비 2∼3중량％, 2∼3중량％을 사용할 수 있다.2-hydroxy-4-methoxy-benzophenone and 2,4-dihydroxy-benzophenone are 2 to 3% by weight and 2 to 3% by weight based on the total weight of the contact lens, respectively, as the ultraviolet absorbent in the manufacture of the contact lens of the present invention. % Can be used.
본 발명의 콘택트렌즈 제조시 자외선 흡수제로서 2-하이드록시-4-메톡시-벤조페논 을 콘택트렌즈 전체 중량 대비 2중량％ 미만 사용하면 콘택트렌즈에서 자외선 차단 효과가 미미하고, 3중량％를 초과하여 사용하면 뚜렷한 자외선 차단 효과의 상승이 없으므로 본 발명에서 자외선 흡수제로서 2-하이드록시-4-메톡시-벤조페논은 콘택트렌즈 전체 중량 대비 2∼3중량％ 사용하는 것이 좋다.When 2-hydroxy-4-methoxy-benzophenone is used as the ultraviolet absorber in the manufacture of the contact lens of the present invention, less than 2% by weight based on the total weight of the contact lens, the UV blocking effect is negligible in the contact lens, and more than 3% by weight. When used, there is no obvious increase in the sunscreen effect, so in the present invention, 2-hydroxy-4-methoxy-benzophenone is preferably used in an amount of 2-3 wt% based on the total weight of the contact lens.
본 발명의 콘택트렌즈 제조시 자외선 흡수제로서 2,4-디하이드록시-벤조페논을 콘택트렌즈 전체 중량 대비 2중량％ 미만 사용하면 콘택트렌즈에서 자외선 차단 효과가 미미하고, 3중량％를 초과하여 사용하면 뚜렷한 자외선 차단 효과의 상승이 없으므로 본 발명에서 자외선 흡수제로서 2,4-디하이드록시-벤조페논은 콘택트렌즈 전체 중량 대비 2∼3중량％ 사용하는 것이 좋다.When using 2,4-dihydroxy-benzophenone less than 2% by weight of the total weight of the contact lens as a UV absorber in the manufacture of the contact lens of the present invention, the UV blocking effect in the contact lens is insignificant, Since there is no apparent increase in the sunscreen effect, 2,4-dihydroxy-benzophenone as the ultraviolet absorber in the present invention is preferably used 2 to 3% by weight based on the total weight of the contact lens.
본 발명의 콘택트렌즈 제조시 콘택트렌즈 재료인 2-하이드록시-4-메톡시-벤조페논, 2,4-디하이드록시-벤조페논, 에틸렌 글리콜 디메타크릴레이트(EGDMA) 및 2-하이드록시에틸 메타크릴레이트와 중합개시제로서 아조비스이소부티로니트릴(AIBN)을 배합한 후 몰드에 주입시키고 진공 오븐을 이용하여 68∼73℃에서 35∼45분, 78∼83℃에서 35∼45분, 98∼105℃에서 35∼45분 동안 가열하여 중합시, 바람직하게는 70℃에서 40분, 80℃에서 40분 및 100℃에서 40분 동안 가열하여 중합시 본 발명의 목적에 부합하는 콘택트렌즈를 제조할 수 있으므로, 본 발명의 콘택트렌즈 제조시 상기 3단계의 가열 공정을 적용하는 것이 좋다.The contact lens materials 2-hydroxy-4-methoxy-benzophenone, 2,4-dihydroxy-benzophenone, ethylene glycol dimethacrylate (EGDMA) and 2-hydroxyethyl in the preparation of the contact lens of the present invention After mixing azobisisobutyronitrile (AIBN) as a methacrylate and a polymerization initiator, it was injected into a mold and then 35 to 45 minutes at 68 to 73 ° C, 35 to 45 minutes at 78 to 83 ° C, 98 using a vacuum oven. In the polymerization by heating at ˜105 ° C. for 35 to 45 minutes, preferably, a contact lens is produced in accordance with the object of the present invention during polymerization by heating at 70 ° C. for 40 minutes, 80 ° C. for 40 minutes, and 100 ° C. for 40 minutes. Since the contact lenses of the present invention can be applied, it is preferable to apply the above three steps of heating processes.
즉, 본 발명의 콘택트렌즈 제조시 콘택트렌즈 재료를 처음부터 너무 높은 온도에서 중합하였을 시 콘택트렌즈의 기포 발생으로 불량 제품을 초래 하기 때문에 이를 방지하기 위해 인해 서서히 온도를 순차적으로 높였으며, 중합된 렌즈의 열처리 공정으로 마지막 98∼105℃에서 35∼45분 바람직하게는 100℃에서 40분 가열하여 안정된 콘택트렌즈를 제조 하였습니다. 다양한 조건에 의해 콘택트렌즈 재료의 중합시 가열조건을 측정한바, 콘택트렌즈 재료를 중합시 상기에서 언급한 가열조건이 가장 이상적이었다.
That is, when manufacturing the contact lens of the present invention when the contact lens material is polymerized at too high a temperature from the beginning, bubbles are generated in the contact lens, resulting in a defective product, so that the temperature is gradually increased in order to prevent this. In the last heat treatment process, stable contact lenses were prepared by heating at 98-105 ° C for 35-45 minutes, preferably at 100 ° C for 40 minutes. The heating conditions at the time of polymerization of the contact lens material were measured under various conditions, and the above-mentioned heating conditions at the time of polymerization of the contact lens material were ideal.
본 발명의 콘택트렌즈 및 이의 제조방법에 대해 다양한 조건으로 실시한바, 본 발명의 목적을 달성하기 위해서는 상기에서 언급한 조건에 의해 콘택트렌즈 및 이의 제조방법을 제공하는 것이 바람직하다.
Since the contact lens of the present invention and its manufacturing method are carried out under various conditions, in order to achieve the object of the present invention, it is preferable to provide the contact lens and its manufacturing method under the above-mentioned conditions.
이하 본 발명의 내용을 실시예 및 시험예를 통하여 구체적으로 설명한다. 그러나, 이들은 본 발명을 보다 상세하게 설명하기 위한 것으로 본 발명의 권리범위가 이들에 의해 한정되는 것은 아니다.
Hereinafter, the content of the present invention will be described in detail through examples and test examples. However, these are intended to explain the present invention in more detail, and the scope of the present invention is not limited thereto.
<실시예><Examples>
2-하이드록시에틸 메타크릴레이트(HEMA) 94.78중량％에 교차결합제인 에틸렌 글리콜 디메타크릴레이트(EGDMA) 0.46중량％와 자외선 흡수제인 2-하이드록시-4-메톡시-벤조페논 2.385중량％, 2,4-디하이드록시-벤조페논 2.385중량％를 혼합하여 혼합물을 얻었다(표 1 참조).0.46% by weight of crosslinking agent ethylene glycol dimethacrylate (EGDMA) in 94.78% by weight of 2-hydroxyethyl methacrylate (HEMA) and 2.385% by weight of 2-hydroxy-4-methoxy-benzophenone as ultraviolet absorber, 2.385% by weight of 2,4-dihydroxy-benzophenone was mixed to obtain a mixture (see Table 1).
상기의 혼합물에 중합개시제로서 아조비스이소부티로니트릴(AIBN)을 상기 혼합물 전체 중량 대비 0.1중량％를 넣어 배합한 후 몰드에 주입시키고 진공 오븐을 이용하여 70℃에서 40분, 80℃에서 40분 및 100℃에서 40분 동안 가열하여 중합시켜 무새개의 고분자인 콘택트렌즈(HDB로 약칭)를 제조하였다.
Azobisisobutyronitrile (AIBN) was added to the mixture as a polymerization initiator in an amount of 0.1% by weight based on the total weight of the mixture, followed by injecting into a mold, and then 40 minutes at 70 ° C. and 40 minutes at 80 ° C. using a vacuum oven. And polymerization by heating at 100 ° C. for 40 minutes to prepare a contact lens (abbreviated as HDB) as a polymer.
<비교예>Comparative Example
2-하이드록시에틸 메타크릴레이트(HEMA) 99.54중량％에 교차결합제인 에틸렌 글리콜 디메타크릴레이트(EGDMA) 0.45중량％를 혼합하여 혼합물을 얻었다(표 1 참조).To 99.54 wt% of 2-hydroxyethyl methacrylate (HEMA) was mixed 0.45 wt% of ethylene glycol dimethacrylate (EGDMA) as a crosslinker to obtain a mixture (see Table 1).
상기의 혼합물에 중합개시제로서 아조비스이소부티로니트릴(AIBN)을 상기 혼합물 전체 중량 대비 0.1중량％를 넣어 배합한 후 몰드에 주입시키고 진공 오븐을 이용하여 80℃에서 120분 동안 가열하여 중합시켜 콘택트렌즈(Blank로 약칭)를 제조하였다.Azobisisobutyronitrile (AIBN) as a polymerization initiator was added to the mixture in an amount of 0.1% by weight based on the total weight of the mixture, and then injected into a mold, and then polymerized by heating at 80 ° C. for 120 minutes using a vacuum oven. A lens (abbreviated as Blank) was produced.
(Blank)Comparative example
(Blank)
(HDB)Example
(HDB)
<시험예 1> 굴절률 및 함수율 측정Test Example 1 Refractive Index and Water Content Measurement
상기 실시예 및 비교예에서 제조한 각각의 콘택트렌즈의 굴절률(Refractive index)은 ATAGO NAR 1T(Japan)를 사용하여 측정하였으며, hydrated material refractive index(nwet), dry material refractive index(ndry) 및 standard saline solution(ISO 18369-3) refractive index(nstd)값들을 각각 4회 측정 후 이들의 평균값을 각각 표 2, 표 3에 나타내었다. Refractive index of each of the contact lenses manufactured in Examples and Comparative Examples was measured using ATAGO NAR 1T (Japan), hydrated material refractive index (n wet ), dry material refractive index (n dry ) and After measuring the standard saline solution (ISO 18369-3) refractive index (n std ) four times, the average values are shown in Table 2 and Table 3, respectively.
상기 실시예 및 비교예에서 제조한 각각의 콘택트렌즈의 함수율(water content)을 측정하기 위해 ISO 18369-4:2006, Ophthalmic optics - Contact lenses - Part 4: Physicochemical properties of contact lens materials의 국제규격 내용 중 refractive index method에 근거하여 아래 식(1)을 통해 계산하고 4회 측정 후 이들의 평균값을 각각 표 2, 표 3에 나타내었다. ISO 18369-4: 2006, Ophthalmic optics-Contact lenses-Part 4: Physicochemical properties of contact lens materials in order to measure the water content of each contact lens manufactured in the above Examples and Comparative Examples Based on the refractive index method, it is calculated through Equation (1) below and their average values after four measurements are shown in Table 2 and Table 3, respectively.
하기 표 2에 기재한 실시예에서 제조한 콘택트렌즈의 굴절율 및 함수율과 하기 표 3에 기재한 비교예에서 제조한 콘택트렌즈의 굴절율 및 함수율을 비교하면 다음과 같다.When comparing the refractive index and the water content of the contact lens manufactured in the Example shown in Table 2 and the contact lens manufactured in the Comparative Example described in Table 3 as follows.
표 2에서 2-hydroxy-4-methoxy-benzophenone과 2,4-dihydroxy-benzophenone를 모두 첨가한 실시예(HDB)에서 제조한 콘택트렌즈의 굴절율 ndry는 1.500, nwet은 1.439로 나타났으며, 함수율(Water content)의 평균값은 36.43％로 나타났다.In Table 2, the refractive index n dry was 1.500 and n wet was 1.439 for the contact lenses prepared in Example (HDB), in which both 2-hydroxy-4-methoxy-benzophenone and 2,4-dihydroxy-benzophenone were added. The average value of the water content was found to be 36.43%.
표 3에서 비교예(Blank)에서 제조한 콘택트렌즈의 굴절율(Refractive index)은 실시예의 콘택트렌즈와 비슷한 값을 보였으며, 함수율(Water content)은 실시예의 콘택트렌즈보다 다소 높았다.In Table 3, the refractive index of the contact lens manufactured in Comparative Example (Blank) was similar to that of the contact lens of Example, and the water content was slightly higher than that of the contact lens of Example.
Sample
Water content
Sample
Water content
<시험예 2> 광투과율 측정Test Example 2 Light Transmittance Measurement
상기 실시예 및 비교예에서 제조한 각각의 콘택트렌즈의 광투과율(Optical transmittance)은 TOPCON TM.
특정 파장 λ1에서 λ2까지의 평균 투과율(τ)은 아래 식(2)를 사용하여 적분 값을 계산한 후 백분율로 나타내었다. 광투과율과 시감투과율은 제조된 콘택트렌즈를 0.9％의 염화나트륨 생리 식염수에 24시간 동안 수화시킨 후 측정하였다. The average transmittance τ from the specific wavelength λ 1 to λ 2 is expressed as a percentage after calculating the integral value using the following equation (2). Light transmittance and luminous transmittance were measured after hydrated the prepared contact lens in 0.9% sodium chloride saline for 24 hours.
상기 실시예 및 비교예에서 제조한 각각의 콘택트렌즈들에 대한 광투과율의 측정결과 값들을 아래의 표 4에 정리하여 나타내었다. 기준 sample인 비교예에서 제조한 콘택트렌즈(Blank)의 광투과율은 UV-B 파장 영역인 280∼315nm, UV-A 파장 영역인 315∼400nm와 가시광선 투과영역인 400∼750nm에서 모두 높은 투과율을 나타내었으며, 식(2)에 의해 계산된 투과율은 각각 89％, 88％ 그리고 89％를 나타내었다. 따라서 비교예에서 제조한 콘택트렌즈(Blank)의 경우는 자외선의 모든 파장 영역에서 높은 투과율을 나타내는 것으로 볼 때 자외선의 차단 효과가 없는 것으로 나타났다. The measurement results of the light transmittance for each of the contact lenses manufactured in Examples and Comparative Examples are summarized in Table 4 below. The light transmittance of the contact lens (Blank) manufactured in the comparative example of the reference sample showed high transmittances in the UV-B wavelength region of 280 to 315 nm, the UV-A wavelength region of 315 to 400 nm and the visible light transmission region of 400 to 750 nm. The transmittances calculated by equation (2) were 89%, 88% and 89%, respectively. Therefore, in the case of the contact lens (Blank) manufactured in the comparative example was shown to show a high transmittance in all wavelength range of the ultraviolet light did not appear to have an ultraviolet blocking effect.
비교예에서 제조한 콘택트렌즈(Blank)와 실시예에서 제조한 콘택트렌즈(HDB)의 광투과율을 비교해 볼 때 도 1에 나타낸 바와 같이 UV-B 파장 영역인 280∼315nm와 UV-A 파장 영역인 315∼400nm에서 모두 실시예에서 제조한 콘택트렌즈(HDB)가 훨씬 낮은 투과율을 나타내어 자외선을 차단하고 있음을 알 수 있었다. 식(2)에 의에 계산된 광투과율은 비교예에서 제조한 콘택트렌즈(Blank)가 UV-B 파장에서 89％, UV-A 파장에서 88％를 나타내었고, 실시예에서 제조한 콘택트렌즈(HDB)의 경우 UV-B 파장에서 0％, UV-A 파장에서 6％를 나타내었다. When comparing the light transmittances of the contact lens (Blank) prepared in the comparative example and the contact lens (HDB) prepared in the embodiment, as shown in Figure 1 is a UV-B wavelength region of 280 ~ 315nm and UV-A wavelength region It was found that the contact lens (HDB) manufactured in Example at all of 315-400 nm showed much lower transmittance and blocked ultraviolet rays. The light transmittance calculated by Equation (2) showed that the contact lenses (Blank) prepared in the comparative example showed 89% at the UV-B wavelength and 88% at the UV-A wavelength. HDB) showed 0% at UV-B wavelength and 6% at UV-A wavelength.
이 결과로 볼 때 가시광선 영역인 400∼750 nm에서는 비교예에서 제조한 콘택트렌즈(Blank)와 HDB 모두의 경우 89％의 높은 투과율을 나타내어 콘택트렌즈의 가시광선(visible) 투과율에 적합한 측정값을 보였다. 자외선 차단에 있어서는 본 발명의 실시예에서 제조한 콘택트렌즈가 비교예에서 제조한 콘택트렌즈에 비해 우수함을 알 수 있었다. As a result, in the visible light region of 400 to 750 nm, the contact lens (Blank) and HDB manufactured in the comparative example showed a high transmittance of 89%, and thus the measured value suitable for the visible light transmittance of the contact lens was obtained. Seemed. In UV protection, it was found that the contact lenses prepared in Examples of the present invention were superior to the contact lenses prepared in Comparative Examples.
상술한 바와 같이, 본 발명의 바람직한 실시예를 참조하여 설명하였지만 해당 기술 분야의 숙련된 당업자라면 하기의 특허청구범위에 기재된 본 발명의 사상 및 영역으로부터 벗어나지 않는 범위 내에서 본 발명을 다양하게 수정 및 변경시킬 수 있음을 이해할 수 있을 것이다.
Although the preferred embodiments of the present invention have been disclosed for illustrative purposes, those skilled in the art will appreciate that various modifications, additions and substitutions are possible, without departing from the scope and spirit of the invention as disclosed in the accompanying claims. It will be understood that the present invention can be changed.
본 발명의 자외선 흡수제를 포함하는 콘택트렌즈는 콘택트렌즈에 적합한 광투과율을 나타내는 한편, 자외선 차단에 우수한 효과를 지니고 있어 시력이 나쁜면서 자외선에 영향을 받는 사람에게 적합한 콘택트렌즈 및 이의 제조방법을 제공할 수 있으므로 콘택트렌즈 산업 발전에 기여할 수 있다.
The contact lens including the ultraviolet absorbent of the present invention exhibits a light transmittance suitable for the contact lens, and has an excellent effect on blocking ultraviolet rays, thereby providing a contact lens suitable for a person who is poor in vision and affected by ultraviolet rays, and a method of manufacturing the same. This can contribute to the development of the contact lens industry.
Claims (4)
2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone) 2∼3중량％, 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone) 2∼3중량％, 에틸렌 글리콜 디메타크릴레이트(ethylene glycol dimethacrylate, EGDMA) 0.1∼1.0중량％ 및 잔부의 2-하이드록시에틸 메타크릴레이트(2-hydroxyethyl methacrylate, HEMA)를 혼합하여 혼합물을 얻는 단계;
상기의 혼합물에 아조비스이소부티로니트릴(azobisisobutyronitrile, AIBN)을 상기 혼합물 전체 중량 대비 0.1∼0.3중량％를 넣어 배합한 후 몰드에 주입시키고 진공 오븐을 이용하여 68∼73℃에서 35∼45분, 78∼83℃에서 35∼45분, 98∼105℃에서 35∼45분 동안 가열하여 중합시키는 것을 특징으로 하는 자외선 흡수제를 포함하는 콘택트렌즈의 제조방법.In the manufacturing method of the contact lens,
2-3 wt% of 2-hydroxy-4-methoxy-benzophenone, 2,4-dihydroxy-benzophenone Mixing 3% by weight, 0.1-1.0% by weight of ethylene glycol dimethacrylate (EGDMA) and the balance of 2-hydroxyethyl methacrylate (HEMA) to obtain a mixture;
Azobisisobutyronitrile (AIBN) was added to the mixture in an amount of 0.1 to 0.3% by weight based on the total weight of the mixture, and then injected into a mold. A method of manufacturing a contact lens comprising an ultraviolet absorber, characterized in that the polymer is heated and polymerized at 78 to 83 ° C for 35 to 45 minutes and 98 to 105 ° C for 35 to 45 minutes.
2-하이드록시-4-메톡시-벤조페논(2-hydroxy-4-methoxy-benzophenone) 2.385중량％, 2,4-디하이드록시-벤조페논(2,4-dihydroxy-benzophenone) 2.385중량％, 에틸렌 글리콜 디메타크릴레이트(ethylene glycol dimethacrylate, EGDMA) 0.46중량％ 및 2-하이드록시에틸 메타크릴레이트(2-hydroxyethyl methacrylate, HEMA) 94.78중량％를 혼합하여 혼합물을 얻는 단계;
상기의 혼합물에 아조비스이소부티로니트릴(azobisisobutyronitrile, AIBN)을 상기 혼합물 전체 중량 대비 0.1중량％를 넣어 배합한 후 몰드에 주입시키고 진공 오븐을 이용하여 70℃에서 40분, 80℃에서 40분 및 100℃에서 40분 동안 가열하여 중합시키는 것을 특징으로 하는 자외선 흡수제를 포함하는 콘택트렌즈의 제조방법.The method of claim 3,
2.385 wt% of 2-hydroxy-4-methoxy-benzophenone, 2.385 wt% of 2,4-dihydroxy-benzophenone, Mixing 0.46 wt% of ethylene glycol dimethacrylate (EGDMA) and 94.78 wt% of 2-hydroxyethyl methacrylate (HEMA) to obtain a mixture;
Azobisisobutyronitrile (AIBN) was added to the mixture in an amount of 0.1% by weight based on the total weight of the mixture, followed by injecting into a mold. Method for producing a contact lens comprising a ultraviolet absorber, characterized in that the polymerization by heating at 100 ℃ for 40 minutes.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| KR101241478B1 (en) * | 2011-09-29 | 2013-03-11 | 남주희 | Soft contact lens having ultraviolet-proof and antibiotic functions, and manufacturing method thereof |
| WO2017146444A1 (en) * | 2016-02-26 | 2017-08-31 | 주식회사 엘지화학 | Method for preparing (meth)acrylate group-containing benzophenone for optical adhesive, and optical adhesive composition |
| KR20200064201A (en) * | 2018-11-27 | 2020-06-08 | 주식회사 인터로조 | The Method for Photochromic soft Contact Lens and Photochromic soft Contact Lens |
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| KR100586161B1 (en) * | 2004-08-31 | 2006-06-08 | (주)미광콘택트렌즈 | Contact lens |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101241478B1 (en) * | 2011-09-29 | 2013-03-11 | 남주희 | Soft contact lens having ultraviolet-proof and antibiotic functions, and manufacturing method thereof |
| WO2017146444A1 (en) * | 2016-02-26 | 2017-08-31 | 주식회사 엘지화학 | Method for preparing (meth)acrylate group-containing benzophenone for optical adhesive, and optical adhesive composition |
| US10407701B2 (en) | 2016-02-26 | 2019-09-10 | Lg Chem, Ltd. | Method for preparing (meth)acrylate group-containing benzophenone for optical adhesive use and optical adhesive composition |
| KR20200064201A (en) * | 2018-11-27 | 2020-06-08 | 주식회사 인터로조 | The Method for Photochromic soft Contact Lens and Photochromic soft Contact Lens |
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