TWI748993B - Use of solution for soft contact lenses in inhibiting protein adhesion to the soft contact lenses - Google Patents
Use of solution for soft contact lenses in inhibiting protein adhesion to the soft contact lenses Download PDFInfo
- Publication number
- TWI748993B TWI748993B TW106105372A TW106105372A TWI748993B TW I748993 B TWI748993 B TW I748993B TW 106105372 A TW106105372 A TW 106105372A TW 106105372 A TW106105372 A TW 106105372A TW I748993 B TWI748993 B TW I748993B
- Authority
- TW
- Taiwan
- Prior art keywords
- soft contact
- contact lenses
- solution
- copolymer
- protein
- Prior art date
Links
- 0 CC1*CCC1 Chemical compound CC1*CCC1 0.000 description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N CC1CCCC1 Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 1
- CEGWDTSUHNZLBL-UHFFFAOYSA-N CCCCC(C)CN=C Chemical compound CCCCC(C)CN=C CEGWDTSUHNZLBL-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Eyeglasses (AREA)
- Apparatus For Disinfection Or Sterilisation (AREA)
Abstract
本發明提供一種軟式隱形眼鏡用溶液在抑制蛋白質附著於軟式隱形眼鏡中的用途，其藉由對軟式隱形眼鏡賦予蛋白質附著抑制效果，能夠抑制蛋白質附著於軟式隱形眼鏡。藉由以特定比例含有：以特定比例具有三種不同的結構單元的共聚物(P)及硼酸緩衝劑(Q)的軟式隱形眼鏡用溶液，能夠解決上述技術問題，從而完成本發明。 The present invention provides a use of a solution for soft contact lenses in inhibiting the adhesion of proteins to soft contact lenses, which can inhibit the adhesion of proteins to soft contact lenses by imparting a protein adhesion inhibitory effect to the soft contact lenses. The solution for soft contact lenses containing the copolymer (P) and the boric acid buffer (Q) having three different structural units in a specific ratio in a specific ratio can solve the above technical problems, thereby completing the present invention.
Description
本發明涉及一種含有共聚物以及硼酸緩沖劑的軟式隱形眼鏡用溶液，更詳細地來說，涉及一種藉由可以抑制蛋白質附著在軟式隱形眼鏡上而賦予良好的佩戴感、且藉由抑制軟式隱形眼鏡的變形而使安全性優異的軟式隱形眼鏡用溶液、軟式隱形眼鏡用配送液以及軟式隱形眼鏡用護理用品。 The present invention relates to a solution for soft contact lenses containing a copolymer and a boric acid buffer. More specifically, it relates to a solution that can inhibit the adhesion of proteins to the soft contact lens to impart a good wearing feeling and suppress the soft contact lens. A solution for soft contact lenses, a delivery solution for soft contact lenses, and a care product for soft contact lenses that are excellent in safety due to the deformation of the glasses.
本申請請求藉由參照而引用於此的日本專利申請第2016-031568號的優先權。 This application claims the priority of Japanese Patent Application No. 2016-031568, which is incorporated herein by reference.
據說近年來日本國內的軟式隱形眼鏡的佩戴人口已經超過了1000萬人，在日本軟式隱形眼鏡已經成為普遍使用的醫療器具。此外，由於其簡單便利，所以軟式隱形眼鏡的佩戴時間也趨於長時間化，也有報告稱，其中年輕的軟式隱形眼鏡佩戴者每天的平均佩戴時間約為14小時(非專利文獻1)。隨著每天的平均佩戴時間的延長，失去軟式隱形眼鏡的良好的佩戴感的情況較多，因此，現狀是對於持續保持良好的佩戴感的軟式隱形眼鏡的市場需求依舊存在。 It is said that in recent years, the number of people wearing soft contact lenses in Japan has exceeded 10 million, and soft contact lenses have become a commonly used medical device in Japan. In addition, due to its simplicity and convenience, the wearing time of soft contact lenses has also tended to be longer, and it has also been reported that the average wearing time of young soft contact lens wearers is about 14 hours per day (Non-Patent Document 1). As the average wearing time per day increases, the good wearing feeling of soft contact lenses is often lost. Therefore, the current situation is that there is still a market demand for soft contact lenses that continue to maintain a good wearing feeling.
原本眼睛是被淚液覆蓋的，另外，在佩戴時軟式隱形眼鏡的表面也被淚液覆蓋。已知淚液的成分除了水以外，還含有鈉離子和鉀離子等電解質、溶菌酶和白蛋白等蛋白質(非專利文獻2)。 The eyes are originally covered with tear fluid, and the surface of the soft contact lens is also covered by tear fluid when worn. It is known that the components of tear fluid include electrolytes such as sodium ions and potassium ions, and proteins such as lysozyme and albumin in addition to water (Non-Patent Document 2).
而且，每天佩戴14小時的軟式隱形眼鏡導致來自淚液的蛋白質附著於軟式隱形眼鏡的表面，產生蛋白質污漬。並且，還報導了因為軟式隱形眼鏡表面附著有蛋白質污漬而導致佩戴感變差的可能性(非專利文獻3)。 Moreover, wearing soft contact lenses for 14 hours a day causes proteins from tear fluid to adhere to the surface of the soft contact lenses, resulting in protein stains. In addition, it has also been reported that protein stains adhere to the surface of the soft contact lens, which may cause a deterioration in the wearing feeling (Non-Patent Document 3).
至此，雖然已知藉由使用利用了2-(甲基丙烯酰氧基)乙基-2'-(三甲基氨基)乙基磷酸酯(又稱：2-甲基丙烯酰氧乙基磷酸膽鹼，以下簡記為MPC)的共聚物(專利文獻1、專利文獻2)，使蛋白質附著抑制效果、佩戴感優異，但是該蛋白質附著抑制效果和佩戴感並不充分。進而，因為該共聚物的蛋白質附著抑制效果不充分，所以關於軟式隱形眼鏡的佩戴感，為不能斷言其一定充分的狀況。 So far, although it is known that 2-(methacryloyloxy)ethyl-2'-(trimethylamino)ethyl phosphate (also known as 2-methacryloyloxyethyl phosphoric acid) is used by using Choline, hereinafter abbreviated as MPC) copolymer (Patent Document 1 and Patent Document 2) has excellent protein adhesion inhibitory effect and wearing feeling, but the protein adhesion inhibitory effect and wearing feeling are not sufficient. Furthermore, since the protein adhesion inhibitory effect of this copolymer is not sufficient, it cannot be said that the wearing feeling of the soft contact lens is necessarily sufficient.
此外，為了改善佩戴感，已知一種提升軟式隱形眼鏡的潤滑性的方法(專利文獻3)。另一方面，現狀是對於使用專利文獻3中記載的聚合物而帶來的抑制蛋白質附著於軟式隱形眼鏡的效果、用途以及方法仍一無所知。 In addition, in order to improve the wearing feeling, a method of improving the lubricity of soft contact lenses is known (Patent Document 3). On the other hand, the current situation is that the effect, use, and method of inhibiting the adhesion of proteins to soft contact lenses by using the polymer described in Patent Document 3 is still unknown.
習知技術文獻 Known technical literature
專利文獻 Patent literature
專利文獻1：國際公開第99/026637號 Patent Document 1: International Publication No. 99/026637
專利文獻2：美國專利第5461433號說明書 Patent Document 2: Specification of U.S. Patent No. 5,461,433
專利文獻3：國際公開第2013/128633號 Patent Document 3: International Publication No. 2013/128633
非專利文獻 Non-patent literature
非專利文獻1：Walline JJ, 2013, Long-term Contact Lens Wear of Children and Teens(兒童和青少年的長期的隱形眼鏡佩戴), Eye & Contact Lens(《眼睛和隱形眼鏡》), 39, 283-289. Non-Patent Document 1: Walline JJ, 2013, Long-term Contact Lens Wear of Children and Teens, Eye & Contact Lens ("Eyes and Contact Lenses"), 39, 283-289 .
非專利文獻2：Tiffany J.M., 2003, Tears in Health and Disease(健康與疾病中的眼淚), Eye, 17, 923-926. Non-Patent Document 2: Tiffany J.M., 2003, Tears in Health and Disease, Eye, 17, 923-926.
非專利文獻3：Subbaraman LN, et al., 2012, Protein Deposition and Clinical Symptoms in Daily Wear of etafilcon Lenses (etafilcon鏡片的日常佩戴中的蛋白質沉積與臨床症狀), Optom. Vis. Sci., 89, 1450-1459. Non-Patent Document 3: Subbaraman LN, et al., 2012, Protein Deposition and Clinical Symptoms in Daily Wear of etafilcon Lenses (protein deposition and clinical symptoms in daily wear of etafilcon lenses), Optom. Vis. Sci., 89, 1450 -1459.
現狀是在以往的軟式隱形眼鏡中無法保持良好的佩戴感。本發明的發明人們的構思在於，如果能夠抑制蛋白質在軟式隱形眼鏡上的附著，就可以獲得佩戴感更良好的軟式隱形眼鏡。 The current situation is that it is impossible to maintain a good wearing feeling in the past soft contact lenses. The idea of the inventors of the present invention is that if the adhesion of protein to the soft contact lens can be suppressed, a soft contact lens with a better wearing feeling can be obtained.
因此，本發明的技術問題為，提供一種藉由對軟式隱形眼鏡賦予蛋白質附著抑制效果，能夠抑制蛋白質附著在軟式隱形眼鏡上的軟式隱形眼鏡用溶液。 Therefore, the technical problem of the present invention is to provide a solution for a soft contact lens that can inhibit the adhesion of protein to the soft contact lens by imparting a protein adhesion inhibitory effect to the soft contact lens.
本發明的發明人們，為了解決上述技術問題進行深刻研究，結果發現，藉由以特定比例含有共聚物(P)和硼酸緩沖劑(Q)的軟式隱形眼鏡用溶液，可以解決上述技術問題，從而完成本發明，其中所述共聚物(P)以特定比例具有三種不同的結構單元。 The inventors of the present invention conducted in-depth studies to solve the above technical problems and found that a solution for soft contact lenses containing a copolymer (P) and a boric acid buffer (Q) in a specific ratio can solve the above technical problems, thereby The present invention has been completed, wherein the copolymer (P) has three different structural units in a specific ratio.
即，本發明為以下的(1)~(5)。 That is, the present invention includes the following (1) to (5).
(1).一種軟式隱形眼鏡用溶液，其含有0.01~2.0重量/體積%的共聚物(P)和0.01~10.0重量/體積%的硼酸緩沖劑(Q)，其中所述共聚物(P)具有式(1a)~(1c)所表示的結構單元，且各結構單元的莫耳比na：nb：nc為100：10~400：2~50，重均分子量為5,000~2,000,000。 (1). A solution for soft contact lenses, which contains 0.01 to 2.0 wt/vol% of copolymer (P) and 0.01 to 10.0 wt/vol% of boric acid buffer (Q), wherein the copolymer (P) It has structural units represented by formulas (1a) to (1c), and the molar ratio of each structural unit na: nb: nc is 100: 10 to 400: 2 to 50, and the weight average molecular weight is 5,000 to 2,000,000.
R1、R2以及R5各自獨立地表示氫原子或甲基；R3以及R4各自獨立地表示氫原子、甲基、乙基、或者相互結合生成的嗎啉基；R6表示碳原子數為12~24的一價烴基。 R 1 , R 2, and R 5 each independently represent a hydrogen atom or a methyl group; R 3 and R 4 each independently represent a hydrogen atom, a methyl group, an ethyl group, or a morpholinyl group formed by bonding with each other; R 6 represents a carbon atom The number is a monovalent hydrocarbon group of 12-24.
(2).根據(1)所述的軟式隱形眼鏡用溶液，其進一步含有0.01~1.5重量/體積%的氯化鈉和/或0.01~1.5重量/體積%的氯化鉀。 (2) The solution for soft contact lenses according to (1), which further contains 0.01 to 1.5 wt/vol% sodium chloride and/or 0.01 to 1.5 wt/vol% potassium chloride.
(3).根據(1)或(2)所述的軟式隱形眼鏡用溶液，其適用於分類為I類或IV類的軟式隱形眼鏡。 (3) The solution for soft contact lenses according to (1) or (2), which is suitable for soft contact lenses classified as Class I or Class IV.
(4).根據(1)或(2)所述的軟式隱形眼鏡用溶液，其為軟式隱形眼鏡用配送液。 (4) The solution for soft contact lenses according to (1) or (2), which is a dispensing solution for soft contact lenses.
(5).根據(3)所述的軟式隱形眼鏡用溶液，其為軟式隱形眼鏡用配送液。 (5) The solution for soft contact lenses according to (3), which is a dispensing solution for soft contact lenses.
(6).根據(1)或(2)所述的軟式隱形眼鏡用溶液，其為軟式隱形眼鏡用護理用品。 (6) The solution for soft contact lenses according to (1) or (2), which is a care product for soft contact lenses.
(7).根據(3)所述的軟式隱形眼鏡用溶液，其為軟式隱形眼鏡用護理用品。 (7) The solution for soft contact lenses according to (3), which is a care product for soft contact lenses.
本發明的軟式隱形眼鏡用溶液，藉由能夠抑制蛋白質附著在軟式隱形眼鏡上而賦予良好的佩戴感，而且藉由抑制軟式隱形眼鏡的變形，使安全性也優異。 The solution for soft contact lenses of the present invention can prevent proteins from adhering to the soft contact lenses, thereby imparting a good wearing feeling, and by suppressing the deformation of the soft contact lenses, it is also excellent in safety.
本發明的軟式隱形眼鏡用溶液含有共聚物(P)和硼酸緩沖劑(Q)。 The solution for soft contact lenses of the present invention contains a copolymer (P) and a boric acid buffer (Q).
<共聚物(P)> <Copolymer (P)>
用於本發明的軟式隱形眼鏡用溶液的共聚物(P)，具有下述式(1a)~(1c)所表示的三種結構單元，且各結構單元的莫耳比(構成比)na：nb：nc為100：10~400：2~50。 The copolymer (P) used in the solution for soft contact lenses of the present invention has three structural units represented by the following formulas (1a) to (1c), and the molar ratio (composition ratio) of each structural unit na: nb : Nc is 100:10~400:2~50.
<(1)PC結構單元> <(1) PC structural unit>
用於本發明的軟式隱形眼鏡用溶液的共聚物(P)，具有下述式(1a)所表示的結構單元(以下，簡記為“PC結構單元”)。 The copolymer (P) used in the solution for soft contact lenses of the present invention has a structural unit represented by the following formula (1a) (hereinafter, abbreviated as "PC structural unit").
上述式(1a)中，R1表示氫原子或者甲基。 In the above formula (1a), R 1 represents a hydrogen atom or a methyl group.
共聚物(P)中的PC結構單元，是為了對共聚物(P)提高蛋白質附著抑制效果而被導入的。 The PC structural unit in the copolymer (P) is introduced in order to increase the protein adhesion inhibitory effect on the copolymer (P).
共聚物(P)中的PC結構單元，由共聚物(P)聚合時所使用的、下述式(1a')所表示的含有磷酰膽鹼類似基團的單體(以下，記為PC單體)而得到。 The PC structural unit in the copolymer (P) is a monomer containing a phosphorylcholine-like group represented by the following formula (1a') used in the polymerization of the copolymer (P) (hereinafter referred to as PC Monomer).
式(1a’)中，X表示具有含不飽和鍵的聚合性官能團的一價有機基團。從便於獲取的角度出發，作為PC單體，較佳例如，2-((甲基)丙烯酰氧基)乙基-2'-(三甲基氨基)乙基磷酸酯，更佳為下述式(1a")所表示的2-(甲基丙烯酰氧基)乙基-2'-(三甲基氨基)乙基磷酸酯。 In the formula (1a'), X represents a monovalent organic group having an unsaturated bond-containing polymerizable functional group. From the viewpoint of easy availability, as the PC monomer, for example, 2-((meth)acryloyloxy)ethyl-2'-(trimethylamino)ethyl phosphate is preferable, and the following is more preferable 2-(methacryloyloxy)ethyl-2'-(trimethylamino)ethyl phosphate represented by formula (1a").
PC單體可以藉由習知的方法製備。例如，可以藉由下述方法來製備：特開昭54-63025號公報中所示的、使含羥基的聚合性單體與2-溴乙基磷酰二氯在叔鹼基(tertiary base)的存在下進行反應得到的化合物、與叔胺反應的方法；特開昭58-154591號公報等所示的、藉由含羥基的聚合性單體與環狀磷化合物的反應得到環狀化合物後，使用叔胺進行開環反應的方法等。 The PC monomer can be prepared by a known method. For example, it can be prepared by the following method: As shown in JP 54-63025, the hydroxyl-containing polymerizable monomer and 2-bromoethylphosphoryl dichloride in the tertiary base (tertiary base) The compound obtained by the reaction in the presence of, and the method of reacting with the tertiary amine; as shown in JP-A No. 58-154591, the cyclic compound is obtained by the reaction of a hydroxyl-containing polymerizable monomer with a cyclic phosphorus compound , Use tertiary amines for ring-opening reactions, etc.
<(2)酰胺結構單元> <(2) Amide structural unit>
用於本發明的軟式隱形眼鏡用溶液的共聚物(P)，具有下述式(1b)所表示的結構單元(以下，簡記為“酰胺結構單元”)。 The copolymer (P) used in the solution for soft contact lenses of the present invention has a structural unit represented by the following formula (1b) (hereinafter, abbreviated as "amide structural unit").
上述式(1b)中，R2表示氫原子或甲基，R3以及R4各自獨立地表示氫原子、甲基、乙基、或者相互結合生成的嗎啉基。 In the above formula (1b), R 2 represents a hydrogen atom or a methyl group, and R 3 and R 4 each independently represent a hydrogen atom, a methyl group, an ethyl group, or a morpholino group formed by bonding with each other.
共聚物(P)中的酰胺結構單元，是為了使共聚物(P)高分子化、提高與軟式隱形眼鏡的密合性而被導入的。 The amide structural unit in the copolymer (P) is introduced in order to polymerize the copolymer (P) and improve the adhesion to the soft contact lens.
關於共聚物(P)中的醯胺結構單元的比例，關於將PC結構單元的莫耳數na設為100時的莫耳數nb，nb/na=10~400/100，較佳為30~250/100。nb過大時，可能會導致製備軟式隱形眼鏡用溶液時必須進行的無菌過濾變得困難；過小時，則無法提高與軟式隱形眼鏡的密合性，無法期待蛋白質附著抑制效果。 Regarding the ratio of the amide structural unit in the copolymer (P), regarding the molar number nb when the molar number na of the PC structural unit is set to 100, nb/na=10~400/100, preferably 30~ 250/100. If nb is too large, it may become difficult to perform sterile filtration that must be performed when preparing the solution for soft contact lenses; if it is too small, the adhesion to the soft contact lens cannot be improved, and the protein adhesion inhibitory effect cannot be expected.
共聚物(P)中的酰胺結構單元，可以由共聚物(P)聚合時使用的下述式(1b')所表示的單體，即由(甲基)丙烯酰胺或(甲基)丙烯酰胺衍生物獲得。 The amide structural unit in the copolymer (P) may be a monomer represented by the following formula (1b') used in the polymerization of the copolymer (P), namely, (meth)acrylamide or (meth)acrylamide Derivatives are obtained.
式(1b’)中的R2、R3以及R4各自與式(1b)中的R2、R3以及R4相同。 The same as in the formula (1b ') R 2, R 3 in formula and R 4 are each (1b) R 2, R 3 and R 4.
作為上述式(1b')所表示的(甲基)丙烯酰胺或(甲基)丙烯酰胺衍生物，可列舉出例如N,N-二甲基(甲基)丙烯酰胺、N,N-二乙基(甲基)丙烯酰胺或N-丙烯酰嗎啉。 As the (meth)acrylamide or (meth)acrylamide derivatives represented by the above formula (1b'), for example, N,N-dimethyl(meth)acrylamide, N,N-diethyl Base (meth)acrylamide or N-acryloylmorpholine.
<(3)疏水性結構單元> <(3) Hydrophobic structural unit>
用於本發明的軟式隱形眼鏡用溶液的共聚物(P)，具有下述式(1c)所表示的結構單元(以下，簡記為“疏水性結構單元”)。 The copolymer (P) used in the solution for soft contact lenses of the present invention has a structural unit represented by the following formula (1c) (hereinafter, abbreviated as "hydrophobic structural unit").
上述式(1c)中，R5表示氫原子或者甲基，R6表示碳原子數為12~24、12~22或12~18的一價烴基。R6具體為例如月桂基、硬脂基、二十二烷基。 In the above formula (1c), R 5 represents a hydrogen atom or a methyl group, and R 6 represents a monovalent hydrocarbon group having 12 to 24, 12 to 22, or 12 to 18 carbon atoms. R 6 is specifically, for example, lauryl, stearyl, or behenyl.
共聚物(P)中的疏水性結構單元，是為了提高在軟式隱形眼鏡上的吸附性、賦予軟式隱形眼鏡蛋白質附著抑制效果而被導入的。 The hydrophobic structural unit in the copolymer (P) is introduced in order to improve the adsorptivity on the soft contact lens and to provide the soft contact lens with a protein adhesion inhibitory effect.
關於共聚物(P)中的疏水性結構單元的比例，關於將PC結構單元的摩爾數na設為100時的摩爾數nc，nc/na=2~50/100，較佳為5~25/100。nc過小時，蛋白質附著抑制效果不充分；nc過大時，由於共聚物(P)的親水性降低，導致其在水溶液中的溶解度減低，可能會導致難以製備軟式隱形眼鏡用溶液。 Regarding the ratio of the hydrophobic structural units in the copolymer (P), regarding the number of moles nc when the number of moles na of the PC structural unit is set to 100, nc/na=2~50/100, preferably 5~25/ 100. If the nc is too small, the protein adhesion inhibitory effect is insufficient; when the nc is too large, the solubility of the copolymer (P) in aqueous solution is reduced due to the reduced hydrophilicity of the copolymer (P), which may make it difficult to prepare a solution for soft contact lenses.
共聚物(P)中的疏水性結構單元，由共聚物(P)聚合時使用的下述式(1c’)所表示的疏水性單體獲得。 The hydrophobic structural unit in the copolymer (P) is obtained from a hydrophobic monomer represented by the following formula (1c') used in the polymerization of the copolymer (P).
式(1c’)中的R5以及R6各自與式(1c)中的R5以及R6相同。 The same as R (1c) of the formula (1c ') R 5 and R 6 are each 5 and R 6 in the formula.
作為式(1c')所示的疏水性單體，可列舉出例如，(甲基)丙烯酸月桂酯、(甲基)丙烯酸硬脂酸酯、(甲基)丙烯酸二十二烷基酯等的直鏈(甲基)丙烯酸烷基酯。 As the hydrophobic monomer represented by formula (1c'), for example, lauryl (meth)acrylate, stearate (meth)acrylate, behenyl (meth)acrylate, etc. Linear alkyl (meth)acrylate.
<其他結構單元> <Other structural units>
用於本發明的共聚物(P)，在不損害本發明效果的範圍內，也可以導入除式(1a)~式(1c)所表示的結構單元以外的結構單元。在向用於共聚物(P)合成的單體組合物中混合下述其他的聚合性單體時，其混合比例可以在不影響本發明效果的範圍內適當選擇，但在將構成共聚物(P)的上述式(1a)所表示的na設定為100時，以莫耳比計較佳為50以下。 The copolymer (P) used in the present invention may incorporate structural units other than the structural units represented by the formulas (1a) to (1c) within a range that does not impair the effects of the present invention. When mixing the following other polymerizable monomers into the monomer composition used for the synthesis of the copolymer (P), the mixing ratio can be appropriately selected within a range that does not affect the effects of the present invention, but it will constitute the copolymer ( When na represented by the above formula (1a) of P) is set to 100, it is preferably 50 or less in molar ratio.
作為可以用於共聚物(P)合成的其他的聚合性單體，例如，可以列舉出直鍊或支鏈的(甲基)丙烯酸烷基酯、環狀(甲基)丙烯酸烷基酯、含芳香族基團的(甲基)丙烯酸酯、苯乙烯類單體、乙烯醚單體、乙烯酯單體、含親水性羥基的(甲基)丙烯酸酯、含酸基單體、含有含氮基團的單體、含氨基單體、含陽離子性基團的單體。 As other polymerizable monomers that can be used in the synthesis of the copolymer (P), for example, linear or branched alkyl (meth)acrylate, cyclic alkyl (meth)acrylate, and Aromatic group (meth)acrylate, styrene monomer, vinyl ether monomer, vinyl ester monomer, hydrophilic hydroxyl-containing (meth)acrylate, acid group-containing monomer, nitrogen-containing group Group monomers, amino group-containing monomers, cationic group-containing monomers.
作為直鍊或支鏈的(甲基)丙烯酸烷基酯，可列舉出例如，(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸2-乙基己酯等。 Examples of linear or branched alkyl (meth)acrylates include methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, and (meth)acrylic acid. 2-Ethylhexyl etc.
作為環狀(甲基)丙烯酸烷基酯，可列舉出例如，(甲基)丙烯酸環己酯等。 As cyclic alkyl (meth)acrylate, cyclohexyl (meth)acrylate etc. are mentioned, for example.
作為含芳香族基團的(甲基)丙烯酸酯，可列舉出例如，(甲基)丙烯酸芐基酯、(甲基)丙烯酸苯氧基乙酯等。 Examples of the aromatic group-containing (meth)acrylate include benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, and the like.
作為苯乙烯類單體，可列舉出例如，苯乙烯、甲基苯乙烯、氯甲基苯乙烯等。 Examples of styrene monomers include styrene, methylstyrene, chloromethylstyrene, and the like.
作為乙烯基醚單體，可列舉出例如，甲基乙烯基醚、丙基乙烯基醚等。 Examples of vinyl ether monomers include methyl vinyl ether, propyl vinyl ether, and the like.
作為乙烯酯單體，可列舉出例如，乙酸乙烯酯、丙酸乙烯酯等。 Examples of vinyl ester monomers include vinyl acetate and vinyl propionate.
作為含親水性羥基的(甲基)丙烯酸酯，可列舉出例如，聚乙二醇(甲基)丙烯酸酯、聚丙二醇(甲基)丙烯酸酯、(甲基)丙烯酸-2-羥乙酯、(甲基)丙烯酸-2-羥丁酯、(甲基)丙烯酸-4-羥丁酯等。 Examples of (meth)acrylates containing hydrophilic hydroxyl groups include polyethylene glycol (meth)acrylate, polypropylene glycol (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, etc.
作為含酸基單體，可列舉出例如，(甲基)丙烯酸、苯乙烯磺酸、(甲基)丙烯酰氧磷酸。 Examples of acid group-containing monomers include (meth)acrylic acid, styrene sulfonic acid, and (meth)acryloyloxyphosphoric acid.
作為含有含氮基團的單體，可列舉出例如N-乙烯基吡咯烷酮。 As the nitrogen-containing group-containing monomer, for example, N-vinylpyrrolidone can be cited.
作為含氨基單體，可列舉出例如，(甲基)丙烯酸氨基乙酯、(甲基)丙烯酸二甲氨基酯、N,N-二甲氨基丙基(甲基)丙烯酰胺等。 Examples of the amino group-containing monomer include aminoethyl (meth)acrylate, dimethylamino (meth)acrylate, N,N-dimethylaminopropyl (meth)acrylamide, and the like.
作為含陽離子性基團的單體，可列舉出例如，2-羥基-3-(甲基)丙烯酰氧基丙基三甲基氯化銨等。 Examples of the cationic group-containing monomer include 2-hydroxy-3-(meth)acryloxypropyltrimethylammonium chloride and the like.
<共聚物(P)的分子量> <Molecular weight of copolymer (P)>
用於本發明的共聚物(P)，為重均分子量為5,000~2,000,000、10,000~1,500,000、50,000~1,400,000或100,000~1,300,000，較佳為100,000~ 1,500,000的共聚物。重均分子量小於5,000時，由於共聚物在軟式隱形眼鏡表面的吸附力不充分，因此可能無法期待蛋白質附著抑制效果；重均分子量超過2,000,000時，可能會導致製備軟式隱形眼鏡用溶液時必須進行的無菌過濾變得困難。 The copolymer (P) used in the present invention has a weight average molecular weight of 5,000 to 2,000,000, 10,000 to 1,500,000, 50,000 to 1,400,000 or 100,000 to 1,300,000, preferably 100,000 to 1,500,000 copolymer. When the weight average molecular weight is less than 5,000, the adhesion of the copolymer on the surface of the soft contact lens may not be sufficient, so the protein adhesion inhibitory effect may not be expected; when the weight average molecular weight exceeds 2,000,000, it may be necessary to prepare the soft contact lens solution Sterile filtration becomes difficult.
<共聚物(P)的合成方法> <Synthesis method of copolymer (P)>
用於本發明的共聚物(P)，可以藉由將上述單體的混合物自由基聚合而得到。共聚物(P)的合成，例如，可以藉由在自由基聚合引髮劑的存在下，在以氮、二氧化碳、氬、氦等不活潑氣體置換或氛圍下，對上述單體的組合物進行自由基聚合而進行。自由基聚合方法，可藉由例如本體聚合、懸浮聚合、乳液聚合、溶液聚合等習知的方法來進行。自由基聚合方法，從純化等的角度出發，較佳為溶液聚合。共聚物(P)的純化可以藉由再沉澱法、透析法、超濾法等習知的純化方法進行。 The copolymer (P) used in the present invention can be obtained by radically polymerizing a mixture of the above-mentioned monomers. The synthesis of the copolymer (P) can be carried out, for example, by substituting an inert gas such as nitrogen, carbon dioxide, argon, helium, or under an atmosphere in the presence of a radical polymerization initiator to perform the composition of the above-mentioned monomers. Free radical polymerization is carried out. The radical polymerization method can be carried out by conventional methods such as bulk polymerization, suspension polymerization, emulsion polymerization, and solution polymerization. The radical polymerization method is preferably solution polymerization from the viewpoint of purification and the like. The copolymer (P) can be purified by conventional purification methods such as reprecipitation, dialysis, and ultrafiltration.
作為自由基聚合引髮劑，可列舉出偶氮類自由基聚合引髮劑、有機過氧化物、過硫酸化物等。 Examples of the radical polymerization initiator include azo radical polymerization initiators, organic peroxides, persulfates, and the like.
作為偶氮類自由基聚合引髮劑，可列舉出例如，2,2-偶氮雙(2-二氨丙基)二鹽酸鹽、2,2-偶氮雙(2-(5-甲基-2-咪唑啉-2-基)丙烷)二鹽酸鹽、4,4-偶氮雙(4-氰基戊酸)、2,2-偶氮雙異丁酰胺二水合物、2,2-偶氮雙(2,4-二甲基戊腈)、2,2-偶氮二異丁腈(AIBN)等。 As the azo radical polymerization initiator, for example, 2,2-azobis(2-diaminopropyl) dihydrochloride, 2,2-azobis(2-(5-methyl 2-imidazolin-2-yl) propane) dihydrochloride, 4,4-azobis(4-cyanovaleric acid), 2,2-azobisisobutyramide dihydrate, 2, 2-Azobis(2,4-dimethylvaleronitrile), 2,2-Azobisisobutyronitrile (AIBN), etc.
作為有機過氧化物，可列舉出例如，過氧化新癸酸叔丁酯、過氧化苯甲酰、過氧化二碳酸二異丙酯、過氧化-2-乙基己酸叔丁酯、過氧化新戊酸叔丁酯、過氧化二異丁酸叔丁酯、過氧化月桂酰、過氧化癸酸叔丁酯、過氧化丁二酸(=過氧化丁二酰)等。 Examples of organic peroxides include tert-butyl peroxyneodecanoate, benzoyl peroxide, diisopropyl peroxydicarbonate, tert-butyl peroxy-2-ethylhexanoate, peroxy Tert-butyl pivalate, tert-butyl diisobutyrate, lauroyl peroxide, tert-butyl peroxydecanoate, succinyl peroxide (=succinyl peroxide), etc.
作為過硫酸化物，可列舉出例如，過硫酸銨、過硫酸鉀、過硫酸鈉等。 Examples of persulfates include ammonium persulfate, potassium persulfate, sodium persulfate, and the like.
這些自由基聚合引髮劑，可以單獨使用，也可以混合2種以上使用。相對於總量為100質量份的單體組合物，聚合引髮劑的使用量通常為0.001~10質量份、0.02~1.0質量份、0.03~1.0質量份、0.04~1.0質量份或0.05~1.0質量份，較佳為0.01~5.0質量份。 These radical polymerization initiators may be used alone or in combination of two or more kinds. Relative to the total amount of 100 parts by mass of the monomer composition, the amount of polymerization initiator used is usually 0.001 to 10 parts by mass, 0.02 to 1.0 parts by mass, 0.03 to 1.0 parts by mass, 0.04 to 1.0 parts by mass, or 0.05 to 1.0 Parts by mass, preferably 0.01 to 5.0 parts by mass.
共聚物(P)的合成可以在溶劑的存在下進行。作為溶劑，溶解單體組合物且不發生反應即可，例如可列舉出水、醇類溶劑、酮類溶劑、酯類溶劑、直鍊或環狀的醚類溶劑、含氮類溶劑。較佳可列舉出水或醇、或者它們的混合溶劑。 The synthesis of the copolymer (P) can be carried out in the presence of a solvent. As the solvent, what is necessary is to dissolve the monomer composition without reacting, and examples thereof include water, alcohol solvents, ketone solvents, ester solvents, linear or cyclic ether solvents, and nitrogen-containing solvents. Preferably, water, alcohol, or a mixed solvent of these can be mentioned.
作為醇類溶劑，例如可列舉出甲醇、乙醇、正丙醇、異丙醇等。 As an alcohol solvent, methanol, ethanol, n-propanol, isopropanol, etc. are mentioned, for example.
作為酮類溶劑，例如可列舉出丙酮、甲基乙基酮、二乙基酮等。 As ketone solvents, acetone, methyl ethyl ketone, diethyl ketone, etc. are mentioned, for example.
作為酯類溶劑，例如可列舉出乙酸乙酯等。 As an ester solvent, ethyl acetate etc. are mentioned, for example.
作為直鍊或環狀的醚類溶劑，例如可列舉出乙基溶纖劑、四氫呋喃等。 Examples of linear or cyclic ether solvents include ethyl cellosolve and tetrahydrofuran.
作為含氮類溶劑，例如可列舉出乙腈、硝基甲烷、N-甲基吡咯烷酮等。 Examples of nitrogen-containing solvents include acetonitrile, nitromethane, and N-methylpyrrolidone.
本發明的軟式隱形眼鏡用溶液中所含的共聚物(P)，藉由以0.01~2.0重量/體積%的方式使之溶解於水、甲醇、乙醇、正丙醇、異丙醇等醇或它們的混合溶液中而得到。當共聚物(P)的濃度小於0.01重量/體積%時，蛋白質附著抑制效果不充分；當共聚物(P)的濃度超過2.0重量/體積%時，可能會導致製備軟式隱形眼鏡用溶液時進行的無菌過濾變得困難。 The copolymer (P) contained in the solution for soft contact lenses of the present invention is dissolved in water, methanol, ethanol, n-propanol, isopropanol, or other alcohols or They are obtained in a mixed solution. When the concentration of the copolymer (P) is less than 0.01 wt/vol%, the protein adhesion inhibitory effect is insufficient; when the concentration of the copolymer (P) exceeds 2.0 wt/vol%, it may cause the preparation of the soft contact lens solution The sterile filtration becomes difficult.
藉由將共聚物(P)用於軟式隱形眼鏡用溶液，可以在佩戴軟式隱形眼鏡時，抑制蛋白質污漬附著在軟式隱形眼鏡上，從而可以賦予軟式隱形眼鏡佩戴者良好的佩戴感。 By using the copolymer (P) in the solution for soft contact lenses, it is possible to prevent protein stains from adhering to the soft contact lens when wearing the soft contact lens, thereby providing a soft contact lens wearer with a good wearing feeling.
(硼酸緩沖劑(Q)) (Boric acid buffer (Q))
作為用於本發明的軟式隱形眼鏡用溶液的硼酸緩沖劑(Q)，只要是藉由溶解於軟式隱形眼鏡溶液而使該溶液中含有硼酸(硼酸離子)的緩沖劑，就沒有特別限定，但較佳列舉出：含有硼酸的緩沖劑、含有硼砂的緩沖劑、含有硼酸和硼砂的緩沖劑、含有硼酸和氫氧化鈉的緩沖劑、含有硼酸和鹽酸的緩沖劑、含有硼酸和碳酸氫鈉的緩沖劑、含有硼砂和氫氧化鈉的緩沖劑、含有硼砂和鹽酸的緩沖劑、含有硼砂和碳酸氫鈉的緩沖劑等。 The boric acid buffer (Q) used in the solution for soft contact lenses of the present invention is not particularly limited as long as the buffer contains boric acid (borate ion) by dissolving in the soft contact lens solution. Preferably include: buffers containing boric acid, buffers containing borax, buffers containing boric acid and borax, buffers containing boric acid and sodium hydroxide, buffers containing boric acid and hydrochloric acid, buffers containing boric acid and sodium bicarbonate Buffer, buffer containing borax and sodium hydroxide, buffer containing borax and hydrochloric acid, buffer containing borax and sodium bicarbonate, etc.
藉由使本發明的軟式隱形眼鏡用溶液中含有硼酸緩沖劑(Q)，可以提升抑制蛋白質附著在軟式隱形眼鏡上的效果，並且更可以調節pH值及滲透壓，賦予無刺激感的良好的佩戴感。而且，由於藉由使本發明的軟式隱形眼鏡用溶液含有硼酸緩沖劑(Q)，使得軟式隱形眼鏡不會發生變形，因而安全性優異。 By including the boric acid buffer (Q) in the soft contact lens solution of the present invention, the effect of inhibiting the adhesion of protein to the soft contact lens can be improved, and the pH value and osmotic pressure can be adjusted to give a good feeling without irritation. Wearing sense. Furthermore, since the solution for soft contact lenses of the present invention contains a boric acid buffer (Q), the soft contact lenses are not deformed, and therefore, they are excellent in safety.
硼酸緩沖劑(Q)的濃度被定義為，以硼酸(H3BO3)計的重量/體積%濃度，可以由硼酸緩沖劑(Q)的混合量藉由計算而得到。例如，在混合1g的硼砂(Na2[B4O5(OH)4]‧8H2O)且形成軟式隱形眼鏡用溶液100mL時，硼酸緩沖劑(Q)的濃度，以硼酸計為： 1(g/100mL)×61.833(H3BO3的分子量)÷381.37(Na2[B4O5(OH)4]‧8H2O的分子量)=0.162(g/100mL)=0.162重量/體積%。 The concentration of the boric acid buffer (Q) is defined as the weight/volume% concentration in terms of boric acid (H 3 BO 3 ), which can be calculated from the mixed amount of the boric acid buffer (Q). For example, when mixing 1g of borax (Na 2 [B 4 O 5 (OH) 4 ]‧8H 2 O) and forming 100 mL of a solution for soft contact lenses, the concentration of boric acid buffer (Q) in terms of boric acid is: 1 (g/100mL)×61.833 (Molecular Weight of H3BO3) ÷ 381.37 (Molecular Weight of Na 2 [B 4 O 5 (OH) 4 ]‧8H2O)=0.162 (g/100mL)=0.162 wt/vol%.
相對於軟式隱形眼鏡用溶液，用於本發明的硼酸緩沖劑(Q)的濃度為0.01重量/體積%~10.0重量/體積%、0.01重量/體積%~5.0重量/體積%、0.05 重量/體積%~5.0重量/體積%、0.1重量/體積%~5.0重量/體積%、0.1重量/體積%~2.0重量/體積%或0.1重量/體積%~1.0重量/體積%。在小於0.01重量/體積%時，可能會使軟式隱形眼鏡用溶液的pH值和滲透壓的調節變得困難；即使以大於10.0重量/體積%的高濃度進行混合，也不能獲得與添加量相匹配的蛋白質附著抑制效果。 Relative to the solution for soft contact lenses, the concentration of the boric acid buffer (Q) used in the present invention is 0.01 wt/vol% to 10.0 wt/vol%, 0.01 wt/vol% to 5.0 wt/vol%, 0.05 Weight/volume%~5.0weight/volume%, 0.1weight/volume%~5.0weight/volume%, 0.1weight/volume%~2.0weight/volume% or 0.1weight/volume%~1.0weight/volume%. When it is less than 0.01% by weight/volume, it may be difficult to adjust the pH value and osmotic pressure of the solution for soft contact lenses; even if it is mixed at a high concentration of more than 10.0% by weight/volume, it cannot be obtained with the added amount. Matched protein adhesion inhibition effect.
根據FDA(美國食品藥品監督管理局)的規定，軟式隱形眼鏡可以分類為4個種類：I類為“為非離子性且含水率小於50%的軟式隱形眼鏡”、Ⅱ類為“為非離子性且含水率在50%以上的軟式隱形眼鏡”、Ⅲ類為“為離子性且含水率小於50%的軟式隱形眼鏡”，IV類為“為離子性且含水率在50%以上的軟式隱形眼鏡”。 According to FDA (U.S. Food and Drug Administration) regulations, soft contact lenses can be classified into 4 types: Type I is "non-ionic soft contact lenses with a moisture content of less than 50%", and type II is "non-ionic" Soft contact lenses that are flexible and have a moisture content of 50% or more", category III is a soft contact lens that is ionic and has a moisture content of less than 50%, and category IV is a soft contact lens that is ionic and has a moisture content of 50% or more glasses".
從進一步提高蛋白質附著抑制效果的角度出發，本發明的軟式隱形眼鏡用溶液較佳為適用於I類或IV類的軟式隱形眼鏡。 From the viewpoint of further enhancing the protein adhesion inhibitory effect, the solution for soft contact lenses of the present invention is preferably suitable for type I or IV soft contact lenses.
作為分類為I類或IV類的軟式隱形眼鏡，具體地可列舉出如下的軟式隱形眼鏡(括號內的數值表示含水率，隨後所示的是構成軟式隱形眼鏡的主要成分)。 Specific examples of soft contact lenses classified into Type I or Type IV include the following soft contact lenses (the numerical value in parentheses indicates the moisture content, and the following shows the main components constituting the soft contact lens).
(I類的軟式隱形眼鏡) (Class I soft contact lenses)
lotrafilcon A(24%，N,N-二甲基丙烯酰胺‧三甲基矽氧基矽烷‧矽氧烷)、lotrafilcon B(33%，N,N-二甲基丙烯酰胺‧三甲基矽氧基矽烷‧矽氧烷)、senofilcon A(38%，單官能度聚二甲基矽氧烷‧N,N-二甲基丙烯酰胺‧甲基丙烯酸-2-羥乙酯)、galyfilcon A(47%，單官能度聚二甲基矽氧烷‧N,N-二甲基丙烯酰胺‧甲基丙烯酸-2-羥乙酯)、comfilcon A(48%，AQUA FOAM(
(IV類的軟式隱形眼鏡) (Type IV soft contact lenses)
etafilcon A(58%，甲基丙烯酸-2-羟乙酯‧甲基丙烯酸)、ocufilcon B(52%，甲基丙烯酸-2-羟乙酯‧聚乙烯吡咯烷酮‧甲基丙烯酸)、ocufilcon D(55%，甲基丙烯酸-2-羟乙酯‧聚乙烯吡咯烷酮‧甲基丙烯酸)、phemefilcon A(55%，甲基丙烯酸-2-羟乙酯‧甲基丙烯酸乙氧基乙酯‧甲基丙烯酸)、vifilcon A(55%，甲基丙烯酸-2-羟乙酯‧聚乙烯吡咯烷酮‧甲基丙烯酸)、methafilcon A(55%，甲基丙烯酸-2-羟乙酯‧甲基丙烯酸)、bufilcon A(55%，甲基丙烯酸-2-羟乙酯‧双丙酮丙烯酰胺‧甲基丙烯酸)、perfilcon A(71%，甲基丙烯酸-2-羟乙酯‧N-乙烯基吡咯烷酮‧甲基丙烯酸)。 etafilcon A (58%, 2-hydroxyethyl methacrylate‧methacrylic acid), ocufilcon B (52%, 2-hydroxyethyl methacrylate‧polyvinylpyrrolidone‧methacrylic acid), ocufilcon D(55 %,-2-hydroxyethyl methacrylate‧polyvinylpyrrolidone‧methacrylic acid), phemefilcon A(55%,-2-hydroxyethyl methacrylate‧ethoxyethyl methacrylate‧methacrylic acid) , Vifilcon A (55%, 2-hydroxyethyl methacrylate‧polyvinylpyrrolidone‧methacrylic acid), methafilcon A (55%, 2-hydroxyethyl methacrylate‧methacrylic acid), bufilcon A( 55%, 2-hydroxyethyl methacrylate‧Diacetone acrylamide‧Methacrylic acid), perfilcon A (71%,-2-hydroxyethyl methacrylate‧N-vinylpyrrolidone‧methacrylic acid).
其中，從抑制蛋白質附著在軟式隱形眼鏡上的效果的角度出發，較佳為使用於作為I類的軟性隱形眼鏡的lotrafilcon A、lotrafilcon B、senofilcon A、galyfilcon A、comfilcon A、polymacon A、polyhema、polymacon、tefilcon A。 Among them, from the viewpoint of the effect of inhibiting the adhesion of proteins to soft contact lenses, it is preferable to use lotrafilcon A, lotrafilcon B, senofilcon A, galyfilcon A, comfilcon A, polymacon A, polyhema, polyhema, etc. which are soft contact lenses of type I. polymacon, tefilcon A.
進一步，本發明的軟式隱形眼鏡用溶液，除了含有共聚物(P)和硼酸緩沖劑(Q)以外，更可以根據需要混合能夠使用於一般的隱形眼鏡用溶液等中的維生素類、氨基酸類、醣類、增稠劑、清涼劑、無機鹽類、有機酸的鹽、酸、鹼、防氧化劑、穩定劑、防腐劑等。 Furthermore, the solution for soft contact lenses of the present invention contains a copolymer (P) and a boric acid buffer (Q), and vitamins, amino acids, Sugars, thickeners, cooling agents, inorganic salts, organic acid salts, acids, alkalis, antioxidants, stabilizers, preservatives, etc.
這些除共聚物(P)及硼酸緩沖劑(Q)以外的成分的混合量，沒有特別的限定，但較佳為0.01~5.0重量/體積%，更佳為0.05~4.0重量/體積%，最佳為0.1~3.0重量/體積%。 The mixing amount of these components other than the copolymer (P) and the boric acid buffer (Q) is not particularly limited, but it is preferably 0.01 to 5.0 weight/volume%, more preferably 0.05 to 4.0 weight/volume%, the most Preferably, it is 0.1 to 3.0 wt/vol%.
作為維生素類，例如可列舉出黃素腺嘌呤二核苷酸鈉、氰鈷胺素、醋酸視黃醇、維生素A棕櫚酸酯、鹽酸吡哆醇、泛醇、泛酸鈉、泛酸鈣等。 Examples of vitamins include flavin adenine dinucleotide sodium, cyanocobalamin, retinol acetate, vitamin A palmitate, pyridoxine hydrochloride, panthenol, sodium pantothenate, calcium pantothenate, and the like.
作為氨基酸類，例如可列舉出天冬氨酸或其鹽、氨基乙磺酸等。 Examples of amino acids include aspartic acid or its salts, ethanesulfonic acid, and the like.
醣類作為，例如可列舉出葡萄糖、甘露醇、山梨醇、木糖醇、海藻糖等。 Examples of sugars include glucose, mannitol, sorbitol, xylitol, trehalose, and the like.
作為增稠劑，例如可列舉出羥丙基甲基纖維素、羥乙基纖維素等。 Examples of the thickener include hydroxypropyl methyl cellulose, hydroxyethyl cellulose, and the like.
作為清涼劑，例如可列舉出薄荷醇、樟腦等。 As a cooling agent, menthol, camphor, etc. are mentioned, for example.
作為無機鹽類，例如可列舉出氯化鈉、氯化鉀、磷酸氫鈉、無水磷酸二氫鈉等。 Examples of inorganic salts include sodium chloride, potassium chloride, sodium hydrogen phosphate, anhydrous sodium dihydrogen phosphate, and the like.
作為有機酸的鹽，例如可列舉出檸檬酸鈉等。 As a salt of an organic acid, sodium citrate etc. are mentioned, for example.
作為酸，例如可列舉出磷酸、檸檬酸、硫酸、乙酸等。 Examples of the acid include phosphoric acid, citric acid, sulfuric acid, and acetic acid.
作為鹼，例如可列舉出氫氧化鉀、三羥甲基甲胺、一乙醇胺等。 Examples of the base include potassium hydroxide, trimethylolmethylamine, and monoethanolamine.
作為防氧化劑，例如可列舉出生育酚乙酸酯、二丁基羥基甲苯等。 Examples of antioxidants include tocopherol acetate, dibutylhydroxytoluene, and the like.
作為穩定劑，例如可列舉出依地酸鈉、甘氨酸等。 As a stabilizer, sodium edetate, glycine, etc. are mentioned, for example.
作為防腐劑，例如可列舉出苯扎氯銨、葡萄糖醇氯己定、山梨酸鉀、聚己縮胍鹽酸鹽等。 As the preservative, for example, benzalkonium chloride, chlorhexidine gluconol, potassium sorbate, polyhexanide hydrochloride, and the like can be cited.
這些成分中，從進一步提升蛋白質附著抑制效果這一點來看，較佳為添加作為無機鹽類的氯化鈉或氯化鉀。 Among these components, it is preferable to add sodium chloride or potassium chloride as inorganic salts from the viewpoint of further enhancing the protein adhesion inhibitory effect.
氯化鈉的混合量，沒有特別的限定，但較佳為0.01~1.5重量/體積%，更佳為0.1~1.3重量/體積%，最佳為0.2~1.1重量/體積%。 The mixing amount of sodium chloride is not particularly limited, but is preferably 0.01 to 1.5 weight/volume%, more preferably 0.1 to 1.3 weight/volume%, and most preferably 0.2 to 1.1 weight/volume%.
氯化鉀的混合量，沒有特別的限定，但較佳為0.01~1.5重量/體積%，更佳為0.02~1.3重量/體積%，最佳為為0.05~1.1重量/體積%。 The mixing amount of potassium chloride is not particularly limited, but is preferably 0.01 to 1.5 weight/volume%, more preferably 0.02 to 1.3 weight/volume%, and most preferably 0.05 to 1.1 weight/volume%.
從進一步提升蛋白質附著抑制效果的方面來看，較佳為同時使用氯化鈉和氯化鉀。用時使用時的氯化鈉與氯化鉀的混合比，以重量比計，較佳為氯化鈉：氯化鉀=1~50：1，更佳為2：1~40：1，最佳為3：1~30：1。 From the viewpoint of further enhancing the effect of inhibiting protein adhesion, it is preferable to use both sodium chloride and potassium chloride. The mixing ratio of sodium chloride and potassium chloride when in use is calculated by weight ratio, preferably sodium chloride: potassium chloride = 1~50:1, more preferably 2:1~40:1, the most Preferably, it is 3:1~30:1.
作為本發明的軟式隱形眼鏡用溶液的具體的產品形態，可以列舉出下述產品形態。具體可列舉出，軟式隱形眼鏡用配送液、軟式隱形眼鏡用護理用品、軟式隱形眼鏡用保存液、軟式隱形眼鏡用清洗液、軟式隱形眼鏡用清洗保存液等。其中，較佳為使用於軟式隱形眼鏡用配送液或軟式隱形眼鏡用護理用品。在本說明書，軟式隱形眼鏡用配送液，是指在軟式隱形眼鏡產品的出貨時，浸泡軟式隱形眼鏡的溶液。此外，在本說明書中，軟式隱形眼鏡用護理用品，只要是用於軟式隱形眼鏡產品的護理的溶液，則沒有特別的限定，但例如為軟式隱形眼鏡消毒液、清洗液、保存液、清洗保存液、消毒清洗保存液以及潤濕液(裝著液)等。 As specific product forms of the solution for soft contact lenses of the present invention, the following product forms can be cited. Specifically, a delivery solution for soft contact lenses, a care product for soft contact lenses, a storage solution for soft contact lenses, a cleaning solution for soft contact lenses, a cleaning storage solution for soft contact lenses, and the like can be mentioned. Among them, it is preferably used in a delivery liquid for soft contact lenses or a care product for soft contact lenses. In this specification, the delivery liquid for soft contact lenses refers to a solution for immersing soft contact lenses at the time of shipment of soft contact lens products. In addition, in this specification, the care product for soft contact lenses is not particularly limited as long as it is a solution for the care of soft contact lens products, but for example, it is soft contact lens disinfectant, cleaning solution, preservation solution, cleaning preservation Liquid, disinfection, cleaning and preservation liquid, and wetting liquid (containing liquid), etc.
本發明也以作為軟式隱形眼鏡用溶液的製備的用途為對象，其中所述軟式隱形眼鏡用溶液含有共聚物(P)以及硼酸緩沖劑(Q)，所述共聚物(P)具有式(1a)~式(1c)所表示的結構單元，且各結構單元的莫耳比na：nb：nc為100：10~400：2~50，重均分子量為5,000~2,000,000。在此，該軟式隱形眼鏡用溶液含有0.01~2.0重量/體積%的共聚物(P)和0.01~10.0重量/體積%的硼酸緩沖劑(Q)。 The present invention also targets the use as the preparation of a solution for soft contact lenses, wherein the solution for soft contact lenses contains a copolymer (P) and a boric acid buffer (Q), and the copolymer (P) has the formula (1a) ) ~ The structural unit represented by formula (1c), and the molar ratio of each structural unit na: nb: nc is 100: 10 to 400: 2 to 50, and the weight average molecular weight is 5,000 to 2,000,000. Here, the solution for soft contact lenses contains 0.01 to 2.0 wt/vol% of copolymer (P) and 0.01 to 10.0 wt/vol% of boric acid buffer (Q).
[化學式11]：
R1、R2以及R5各自獨立地表示氫原子或甲基；R3以及R4各自獨立地表示氫原子、甲基、乙基、或者相互結合生成的嗎啉基；R6表示碳原子數為12~24的一價烴基。 R 1 , R 2, and R 5 each independently represent a hydrogen atom or a methyl group; R 3 and R 4 each independently represent a hydrogen atom, a methyl group, an ethyl group, or a morpholino group formed by bonding with each other; R 6 represents a carbon atom The number is a monovalent hydrocarbon group of 12-24.
本發明也以作為軟式隱形眼鏡用溶液的用途為對象，其中所述軟式隱形眼鏡用溶液含有共聚物(P)以及硼酸緩沖劑(Q)，所述共聚物(P)含有式(1a) ~式(1c)所表示的結構單元，且各結構單元的莫耳比na：nb：nc為100：10~400：2~50，重均分子量為5,000~2,000,000。在此，該軟式隱形眼鏡用溶液含有0.01~2.0重量/體積%的共聚物(P)和0.01~10.0重量/體積%的硼酸緩沖劑(Q)。 The present invention also targets the use as a solution for soft contact lenses, wherein the solution for soft contact lenses contains a copolymer (P) and a boric acid buffer (Q), and the copolymer (P) contains formula (1a) ~ The structural unit represented by formula (1c), and the molar ratio of each structural unit na: nb: nc is 100: 10 to 400: 2 to 50, and the weight average molecular weight is 5,000 to 2,000,000. Here, the solution for soft contact lenses contains 0.01 to 2.0 wt/vol% of copolymer (P) and 0.01 to 10.0 wt/vol% of boric acid buffer (Q).
R1、R2以及R5各自獨立地表示氫原子或甲基；R3以及R4各自獨立地表示氫原子、甲基、乙基、或者相互結合生成的嗎啉基；R6表示碳原子數為12~24的一價烴基。 R 1 , R 2, and R 5 each independently represent a hydrogen atom or a methyl group; R 3 and R 4 each independently represent a hydrogen atom, a methyl group, an ethyl group, or a morpholino group formed by bonding with each other; R 6 represents a carbon atom The number is a monovalent hydrocarbon group of 12-24.
實施例 Example
以下，藉由實施例以及比較例，對本發明以及本發明的效果進行具體的說明。 Hereinafter, the present invention and the effects of the present invention will be specifically described with reference to Examples and Comparative Examples.
<共聚物的分子量測定> <Molecular weight measurement of copolymer>
將下述合成例1~4中獲得的各共聚物5mg溶解於甲醇/氯仿混合溶液(80：20)中，作為樣本溶液。分析條件使用如下的條件。 5 mg of each of the copolymers obtained in the following Synthesis Examples 1 to 4 was dissolved in a methanol/chloroform mixed solution (80:20) to prepare a sample solution. The following conditions were used for the analysis conditions.
色譜柱：PL gel-mixed-C Column: PL gel-mixed-C
標準物質：聚乙二醇 Standard material: polyethylene glycol
檢測器：示差折光率計RI-8020(TOSOH CO.,LTD製造) Detector: Differential Refractometer RI-8020 (manufactured by TOSOH CO., LTD)
重均分子量的計算方法：分子量計算程序(SC-8020用GCP程序) Weight average molecular weight calculation method: molecular weight calculation program (SC-8020 uses GCP program)
流量：1mL/分鐘 Flow rate: 1mL/min
注入量：100μL Injection volume: 100μL
色譜柱溫箱：40℃左右的恆溫 Chromatographic column thermostat: constant temperature around 40℃
下述表1中所示的共聚物的重均分子量，是將聚乙二醇作為標準樣品，藉由凝膠滲透色譜法(GPC)測定的重均分子量的值。 The weight average molecular weight of the copolymer shown in Table 1 below is a value of the weight average molecular weight measured by gel permeation chromatography (GPC) using polyethylene glycol as a standard sample.
用水將獲得的共聚物溶液稀釋到0.5質量%，用0.45μm的薄膜過濾器將該液體過濾，並進行測定。 The obtained copolymer solution was diluted to 0.5% by mass with water, the liquid was filtered with a 0.45 μm membrane filter, and the measurement was performed.
<共聚物(P)的合成> <Synthesis of Copolymer (P)>
[合成例1] [Synthesis Example 1]
將31.8g的MPC(NOF CO.,LTD製造)、3.6g的甲基丙烯酸硬脂酸酯(SMA，NOF CO.,LTD製造)以及9.6g的N,N-二甲基丙烯酰胺(DMAA，KOHJIN Film&Chemicals CO.,LTD製造)加入四口燒瓶中，用55.0g的乙醇使之溶解，吹入30分鐘的氮氣。然後，加入0.10g的聚合引髮劑(商品名稱為PERBUTYL(日本註冊商標
[合成例2~4] [Synthesis example 2~4]
除了使用了下述表1中所表示的種類以及用量的成分以外，按照與合成例1相同的步驟，分別合成了共聚物2~4。將共聚成分的莫耳比例、生成量、重均分子量一併示於表1中。 The copolymers 2 to 4 were synthesized according to the same procedure as in Synthesis Example 1, except that the components of the types and amounts shown in Table 1 below were used. The molar ratio, production amount, and weight average molecular weight of the copolymer components are shown in Table 1 together.
<非共聚物(P)的聚合物> <Non-copolymer (P) polymer>
用於比較例的聚合物(非共聚物(P)的聚合物)如下所述。 The polymers used in the comparative examples (polymers other than the copolymer (P)) are as follows.
均聚物(A)：是2-甲基丙烯酰氧乙基磷酸膽鹼的聚合物(重均分子量：200,000)，藉由特開平8-333421的實施例中記載的方法進行聚合而得到。 Homopolymer (A): It is a polymer of 2-methacryloyloxyethyl phosphorylcholine (weight average molecular weight: 200,000), which is obtained by polymerization by the method described in the Examples of JP 8-333421.
均聚物(B)：是二甲基丙烯酰胺的聚合物(數均分子量：10,000)，由Sigma-Aldrich JAPAN(商品名稱：聚(N,N-二甲基丙烯醯胺),DDMAT封端)所購得，用於試驗中。 Homopolymer (B): It is a polymer of dimethyl acrylamide (number average molecular weight: 10,000), capped by Sigma-Aldrich JAPAN (trade name: poly(N,N-dimethylacrylamide), DDMAT) ) Purchased and used in the test.
均聚物(C)：是甲基丙烯酸月桂酯的聚合物(重均分子量：470,000)，由Sigma-Aldrich JAPAN(商品名稱：聚甲基丙烯酸月桂酯)所購得，用於試驗中。 Homopolymer (C): a polymer of lauryl methacrylate (weight average molecular weight: 470,000), purchased from Sigma-Aldrich JAPAN (trade name: polylauryl methacrylate), and used in the test.
<對軟式隱形眼鏡的蛋白質附著抑制評價1> <Evaluation of Protein Adhesion Inhibition to Soft Contact Lenses 1>
“對軟式隱形眼鏡的蛋白質附著抑制評價1”，以下述文獻1作為參考，按照以下的步驟進行試驗。在實施試驗時，預先配製“蛋白質污漬溶 液”、“蛋白質污漬萃取液”以及“ISO生理鹽水”，進行“軟式隱形眼鏡的前處理”。 "Evaluation of Protein Adhesion Inhibition for Soft Contact Lenses 1", using the following document 1 as a reference, and testing according to the following procedures. In the implementation of the test, pre-prepared "protein stain solution "Solid", "Protein stain extract" and "ISO saline" are used for "pretreatment of soft contact lenses".
[蛋白質污漬溶液的配製] [Preparation of protein stain solution]
以下述文獻2以及文獻3作為參考，配製蛋白質污漬溶液。 Using the following documents 2 and 3 as references, a protein stain solution was prepared.
量取1.8g氯化鈉、0.1516g磷酸氫二鈉十二水合物、0.0368g磷酸二氫鈉二水合物、0.0816g氯化鈣水合物、0.24g溶菌酶(來自蛋清)以及0.776g白蛋白(來自牛血清)，溶解於水中，配製成200mL溶液，將其作為蛋白質污漬溶液。 Measure 1.8g sodium chloride, 0.1516g disodium hydrogen phosphate dodecahydrate, 0.0368g sodium dihydrogen phosphate dihydrate, 0.0816g calcium chloride hydrate, 0.24g lysozyme (from egg white) and 0.776g albumin (From bovine serum), dissolve in water, make 200mL solution, and use it as protein stain solution.
[蛋白質污漬萃取液的配製] [Preparation of protein stain extract]
將三氟乙酸、純化水、乙腈以0.6g：300mL：300mL的比例進行混合，作為蛋白質污漬萃取液。 Trifluoroacetic acid, purified water, and acetonitrile were mixed in a ratio of 0.6 g: 300 mL: 300 mL to form a protein stain extract.
[ISO生理鹽水的配製] [Preparation of ISO saline]
以下述文獻4作為參考，配製ISO生理鹽水。 Using the following document 4 as a reference, ISO saline was prepared.
量取8.3g氯化鈉、5.993g磷酸氫二鈉十二水合物、0.528g磷酸二氫鈉二水合物，溶解於水中，配製成1000mL溶液並過濾，作為ISO生理鹽水。 Measure 8.3 g of sodium chloride, 5.993 g of disodium hydrogen phosphate dodecahydrate, and 0.528 g of sodium dihydrogen phosphate dihydrate, dissolve them in water, prepare a 1000 mL solution and filter, and use it as ISO physiological saline.
[軟式隱形眼鏡的前處理] [Pretreatment of soft contact lenses]
(1)向15mL的離心管中加入10mL的ISO生理鹽水，從泡罩包裝中取出1枚軟式隱形眼鏡(etafilcon A，IV類)，加入該15mL的離心管中，振動2小時。 (1) Add 10 mL of ISO saline into a 15 mL centrifuge tube, take out a soft contact lens (etafilcon A, IV) from the blister pack, add it to the 15 mL centrifuge tube, and shake for 2 hours.
(2)去除離心管中的ISO生理鹽水，再次加入10mL以上的ISO生理鹽水，振動一晚。 (2) Remove the ISO saline in the centrifuge tube, add more than 10 mL of ISO saline again, and shake overnight.
(3)從15mL的離心管取出軟式隱形眼鏡，輕輕擦去水分，將該軟式隱形眼鏡裝入軟式隱形眼鏡盒中。向該盒中加入1mL的各實施例或各比較例 的隱形眼鏡用配送液，進行熱壓處理(121℃，20分鐘)，供於蛋白質附著抑制評價。 (3) Take out the soft contact lens from the 15 mL centrifuge tube, gently wipe off the water, and put the soft contact lens in the soft contact lens case. Add 1 mL of each embodiment or each comparative example to the box The delivery solution for contact lenses of was subjected to a hot press treatment (121°C, 20 minutes) for evaluation of protein adhesion inhibition.
[對軟式隱形眼鏡的蛋白質附著抑制評價的方法] [Method of evaluating protein adhesion inhibition of soft contact lenses]
(1)將2mL蛋白質汙漬溶液加入10cc的樣品管瓶中，將使用各實施例或各比較例的隱形眼鏡用配送液進行過前處理的軟式隱形眼鏡，逐一放入其中，在37℃下浸泡4小時。 (1) Add 2 mL of protein stain solution into a 10 cc sample vial, put the soft contact lenses pre-treated with the delivery solution for contact lenses of each example or each comparative example, put them into it one by one, and soak them at 37°C 4 hours.
(2)在該處理後，從樣品管瓶中取出軟式隱形眼鏡，用水沖洗。 (2) After the treatment, take out the soft contact lens from the sample vial and rinse with water.
(3)除去軟式隱形眼鏡上附著的水分，放入另一支裝有4mL蛋白質污漬萃取液的樣品瓶中，浸泡軟性隱形眼鏡16小時以上，萃取蛋白質污漬。 (3) Remove the water attached to the soft contact lens, put it into another sample bottle containing 4 mL of protein stain extract, soak the soft contact lens for more than 16 hours to extract the protein stain.
(4)將蛋白質污漬萃取後的蛋白質污漬萃取液放入100μL試管中，進一步使用蛋白質污漬萃取液進行10倍稀釋，使體積為總計1000μL。 (4) Put the protein stain extract after the protein stain extraction into a 100 μL test tube, and further use the protein stain extract to make a 10-fold dilution to make a total volume of 1000 μL.
(5)對於該液體，使用微量BCA蛋白測定試劑盒(MicroBCA Protein Assay Kit(Thermo Fisher Scientific))，對附著在軟式隱形眼鏡上的蛋白質污漬的量進行定量。 (5) For this liquid, a MicroBCA Protein Assay Kit (Thermo Fisher Scientific) was used to quantify the amount of protein stains attached to the soft contact lens.
(6)由軟式隱形眼鏡上附著的蛋白質污漬的量，使用下述公式，計算出“蛋白質附著抑制率(%)”。 (6) From the amount of protein stains attached to the soft contact lens, the "protein adhesion inhibition rate (%)" was calculated using the following formula.
“蛋白質附著抑制率(%)”={1-(使用各實施例或各比較例的配送液時軟式隱形眼鏡上附著的蛋白質污漬的量)/(使用純化水(表3中的比較對照)時軟式隱形眼鏡上附著的蛋白質污漬的量)}×100。 "Protein adhesion inhibition rate (%)" = {1-(the amount of protein stains attached to the soft contact lens when the dispensing solution of each example or each comparative example is used)/(purified water is used (comparative control in Table 3) The amount of protein stains attached to the soft contact lens)}×100.
文獻1：Keith D., Hong B. and Christensen M.: A Novel Procedure for the Extraction of Protein Deposits from Soft Hydrophilic Contact Lenses for Analysis(從軟式親水性隱形眼鏡萃取用於分析的蛋白質沉積物的新方法). Curr. Eye Res. 16: 503-510, 1997. Literature 1: Keith D., Hong B. and Christensen M.: A Novel Procedure for the Extraction of Protein Deposits from Soft Hydrophilic Contact Lenses for Analysis (a new method of extracting protein deposits for analysis from soft hydrophilic contact lenses). Curr. Eye Res. 16: 503-510, 1997.
文獻2：Hu J., Tartaglia L., Kohler J., Lett J.,et al.: Gentle TouchTM, A Lens Material Resistant to Protein Deposition(抗蛋白質沉積的鏡片材料). CLAO J 21: 93-95, 1995. Literature 2: Hu J., Tartaglia L., Kohler J., Lett J., et al.: Gentle TouchTM, A Lens Material Resistant to Protein Deposition. CLAO J 21: 93-95, 1995.
文獻3：Department of Health and Human Services(衛生及公共服務部), Food and Drug Administration(食品藥品管理局): Testing Guidelines for Class III Soft (Hydrophilic) Contact Lens Solutions(III類軟式(親水)隱形眼鏡溶液的測試指南), Draft(草案), 1985; Appendix(附錄) B, p.30. Literature 3: Department of Health and Human Services, Food and Drug Administration: Testing Guidelines for Class III Soft (Hydrophilic) Contact Lens Solutions (Class III Soft (Hydrophilic) Contact Lens Solutions Test Guide), Draft, 1985; Appendix B, p.30.
文獻4：ISO 18369-3: 2006, Ophthalmic Optics - Contact Lenses Part3(眼科光學-隱形眼鏡第3部分): Measurement Methods(測量方法) Document 4: ISO 18369-3: 2006, Ophthalmic Optics-Contact Lenses Part3: Measurement Methods
<軟式隱形眼鏡的變形性評價> <Evaluation of Deformability of Soft Contact Lenses>
軟式隱形眼鏡的變形性評價，按照以下的步驟進行試驗。 The deformability evaluation of soft contact lenses was tested in accordance with the following procedures.
(1)向軟式隱形眼鏡盒中加入左右各一枚合計2枚的軟式隱形眼鏡(etafilcon A，IV類)。 (1) Add a total of 2 soft contact lenses (etafilcon A, IV) to the soft contact lens case.
(2)向左側的軟式隱形眼鏡中加入1mL的生理鹽水，作為陰性對照。 (2) Add 1 mL of physiological saline to the soft contact lens on the left as a negative control.
(3)向右側的軟式隱形眼鏡中加入1mL的在各實施例或比較例中製備的軟式隱形眼鏡用的配送液，作為評價用的樣品。 (3) To the soft contact lens on the right, 1 mL of the dispensing solution for the soft contact lens prepared in each of the Examples or Comparative Examples was added as a sample for evaluation.
(4)加入生理鹽水或隱形眼鏡用的配送液後，在室溫下靜置24小時。 (4) After adding physiological saline or a delivery solution for contact lenses, let it stand at room temperature for 24 hours.
(5)靜置24小時後，藉由目視確認陰性對照和評價用樣品的軟式隱形眼鏡的變形性。 (5) After standing for 24 hours, visually confirm the deformability of the soft contact lens of the negative control and evaluation sample.
<軟式隱形眼鏡用配送液的配製> <Preparation of dispensing liquid for soft contact lenses>
[實施例1] [Example 1]
稱量約80g的純化水，向其加入0.01g共聚物1、0.4g硼酸以及0.0072g氫氧化鈉，攪拌使其溶解。之後，以總量為100mL的方式向其加入純化水。之後，進行過濾滅菌，形成無菌的隱形眼鏡用配送液。將該隱形眼鏡用配送液的外觀、性狀示於下述表2中。 Weigh about 80 g of purified water, add 0.01 g of copolymer 1, 0.4 g of boric acid, and 0.0072 g of sodium hydroxide, and stir to dissolve it. After that, purified water was added to it in a total amount of 100 mL. After that, filter sterilization is performed to form a sterile contact lens delivery solution. The appearance and properties of this dispensing solution for contact lenses are shown in Table 2 below.
[實施例2~實施例6] [Example 2~Example 6]
除了使用表2中所示的種類以及量的成分以外，按照與實施例1相同的步驟進行配製，形成無菌的隱形眼鏡用配送液。各實施例的外觀、性狀示於下述表2中。 Except for using the types and amounts of ingredients shown in Table 2, it was prepared in the same procedure as in Example 1 to form a sterile contact lens delivery solution. The appearance and properties of each example are shown in Table 2 below.
[比較例1~比較例5、比較對照] [Comparative example 1~Comparative example 5, comparative control]
除了使用表3中所示的種類以及量的成分以外，按照與實施例1相同的步驟進行配製，形成無菌的隱形眼鏡用配送液。各比較例的外觀、性狀示於下述表3中。 Except for using the types and amounts of ingredients shown in Table 3, the same procedure as in Example 1 was followed to prepare a sterile contact lens delivery solution. The appearance and properties of each comparative example are shown in Table 3 below.
對各實施例以及各比較例進行對軟式隱形眼鏡的蛋白質附著抑制評價1，計算出蛋白質附著抑制率。將各實施例以及各比較例的蛋白質附著抑制率(%)分別示於上述表2以及表3中。 Evaluation 1 of protein adhesion inhibition to soft contact lenses was performed for each example and each comparative example, and the protein adhesion inhibition rate was calculated. The protein adhesion inhibition rate (%) of each example and each comparative example is shown in the above-mentioned Table 2 and Table 3, respectively.
在比較例3中，由於不溶於水，因此，未能進行蛋白質附著抑制評價。在比較例1、比較例2以及比較例5中，分別為1.3%、0.1%以及3.1%的結果，基本未顯示出蛋白質附著抑制效果。 In Comparative Example 3, since it was insoluble in water, evaluation of inhibition of protein adhesion could not be performed. In Comparative Example 1, Comparative Example 2, and Comparative Example 5, the results of 1.3%, 0.1%, and 3.1%, respectively, showed little protein adhesion inhibitory effect.
另一方面，在實施例1~實施例6中，顯示了6.3%~28.1%的蛋白質附著抑制效果。根據實施例1~實施例3，可知隨著共聚物(P)的混合濃度的升高，蛋白質附著抑制效果也隨之上升。進一步，根據實施例4~實施例6，可知共聚物2~共聚物4也顯示出與共聚物1相同的蛋白質附著抑制效果。 On the other hand, in Example 1 to Example 6, a protein adhesion inhibitory effect of 6.3% to 28.1% was shown. According to Examples 1 to 3, it can be seen that as the mixing concentration of the copolymer (P) increases, the protein adhesion inhibitory effect also increases. Furthermore, according to Examples 4 to 6, it can be seen that Copolymer 2 to Copolymer 4 also exhibit the same protein adhesion inhibitory effect as Copolymer 1.
進一步，對隱形眼鏡有無變形性也一併進行了評價。將各實施例以及各比較例的隱形眼鏡有無變形性分別示於上述表2以及表3中。 Furthermore, the presence or absence of deformability of the contact lens was also evaluated. The presence or absence of deformability of the contact lenses of each Example and each Comparative Example are shown in Table 2 and Table 3 above, respectively.
實施例1~實施例6中，沒有隱形眼鏡的變形。比較例4中，雖然由於混合了共聚物1，而表現出了蛋白質附著抑制效果，但由於不含有硼酸緩沖劑(Q)，因此隱形眼鏡發生了變形，所以無法作為隱形眼鏡用配送液而使用。 In Examples 1 to 6, there is no deformation of the contact lens. In Comparative Example 4, although Copolymer 1 was blended, it showed a protein adhesion inhibitory effect, but because it did not contain boric acid buffer (Q), the contact lens was deformed, so it could not be used as a delivery solution for contact lenses. .
<對軟式隱形眼鏡的蛋白質附著抑制評價2> <Evaluation of Protein Adhesion Inhibition to Soft Contact Lenses 2>
除了將上述對軟式隱形眼鏡的蛋白質附著抑制評價1中使用的分類為IV類的軟式隱形眼鏡(etafilcon A，IV類)，變更為分類為I類的軟式隱形眼鏡(senofilcon A，I類)以外，藉由相同的方法，進行對軟式隱形眼鏡的蛋白質附著抑制評價。 Except that the soft contact lenses classified as Class IV (etafilcon A, Class IV) used in the above-mentioned protein adhesion inhibition evaluation 1 for soft contact lenses were changed to soft contact lenses classified as Class I (senofilcon A, Class I) In the same way, the evaluation of the inhibition of protein adhesion to soft contact lenses was performed.
此外，對於蛋白質附著抑制評價，使用了實施例1~實施例3的軟式隱形眼鏡用配送液。評價結果示於下述表4。 In addition, for the evaluation of protein adhesion inhibition, the delivery solutions for soft contact lenses of Examples 1 to 3 were used. The evaluation results are shown in Table 4 below.
使用了實施例1~實施例3的軟式隱形眼鏡用配送液、且分類為I類的軟式隱形眼鏡(senofilcon A)上的蛋白質附著抑制評價的結果為85.3%~95.1%，顯示了超越分類為IV類的軟式隱形眼鏡的顯著的蛋白質附著抑制效果。 The results of the evaluation of the inhibition of protein adhesion on soft contact lenses (senofilcon A) classified as Class I using the delivery solutions for soft contact lenses of Examples 1 to 3 were 85.3%-95.1%, showing that the surpass classification is Class IV soft contact lens has a remarkable protein adhesion inhibitory effect.
從以上的結果，認為本發明的軟式隱形眼鏡用溶液在適用於IV類的軟式隱形眼鏡時，抑制了作為蛋白質附著在軟式隱形眼鏡上的主要原因的、起因於水合的結合，顯示出效果。進一步，認為適用於I類的軟式隱形眼鏡時，由於I類的軟式隱形眼鏡自身為非離子性，因此，不僅抑制起因於水合的結合，還抑制起因於離子性的結合，由此實現抑制蛋白質的附著。 From the above results, it is considered that the solution for soft contact lenses of the present invention, when applied to category IV soft contact lenses, suppresses the binding due to hydration, which is the main cause of protein adhesion to the soft contact lenses, and exhibits an effect. Furthermore, when it is considered to be suitable for type I soft contact lenses, since the type I soft contact lenses themselves are non-ionic, they not only inhibit the binding due to hydration, but also inhibit the binding due to ionicity, thereby achieving inhibition of protein的Attachment.
進一步，以進一步提升蛋白質附著抑制效果為目的，製備了以下所示的實施例7~實施例11的隱形眼鏡用配送液，進行了評價。 Furthermore, for the purpose of further enhancing the effect of inhibiting protein adhesion, the delivery solutions for contact lenses of Examples 7 to 11 shown below were prepared and evaluated.
[實施例7~實施例11] [Example 7~Example 11]
除了使用了表5中所示的種類以及量的成分以外，按照與實施例1相同的步驟進行配製，並形成無菌的隱形眼鏡用配送液。將各實施例的外觀、性狀示於下述表5中。 Except for using the types and amounts of ingredients shown in Table 5, the preparation was carried out in the same procedure as in Example 1, and a sterile contact lens delivery solution was formed. The appearance and properties of each example are shown in Table 5 below.
以與之前的實施例以及比較例相同的方式，對實施例7~實施例11進行對軟式隱形眼鏡的蛋白質附著抑制評價1，計算出蛋白質附著抑制率。將實施例7~實施例11的蛋白質附著抑制率(%)示於表5。在實施例7~實施例11中，顯示了8.7%~30.2%的蛋白質附著抑制效果。 In the same manner as in the previous examples and comparative examples, the protein adhesion inhibition evaluation 1 to soft contact lenses was performed for Examples 7 to 11, and the protein adhesion inhibition rate was calculated. The protein adhesion inhibition rate (%) of Example 7 to Example 11 is shown in Table 5. In Examples 7 to 11, the protein adhesion inhibitory effect of 8.7% to 30.2% was shown.
隨後，對隱形眼鏡有無變形性也進行了評價。實施例7~實施例11的隱形眼鏡有無變形性示於表5。 Subsequently, the deformability of the contact lens was also evaluated. Table 5 shows the presence or absence of deformability of the contact lenses of Examples 7 to 11.
未觀測到實施例7~實施例11的隱形眼鏡變形。 No deformation of the contact lenses of Examples 7 to 11 was observed.
進一步，對實施例7~實施例11實施了對軟式隱形眼鏡的蛋白質附著抑制評價2，評價結果表示於表6。 Furthermore, evaluation 2 of inhibition of protein adhesion to soft contact lenses was carried out for Examples 7 to 11, and the evaluation results are shown in Table 6.
使用了實施例7~實施例11的軟式隱形眼鏡用配送液、且分類為I類的軟式隱形眼鏡上的蛋白質附著抑制評價2的結果為88.1%~97.4%，顯示了超越分類為IV類的軟式隱形眼鏡的顯著的蛋白質附著抑制效果。 The results of evaluation 2 of protein adhesion inhibition on soft contact lenses classified as Class I using the delivery liquid for soft contact lenses of Example 7 to Example 11 were 88.1%-97.4%, which showed that the results were beyond the classification as Class IV The remarkable protein adhesion inhibitory effect of soft contact lenses.
從以上的結果可知，藉由除了混合本發明的共聚物(P)以及硼酸緩沖劑(Q)之外，還混合作為無機鹽類的氯化鈉和/或氯化鉀，可以提高蛋白質附著抑制效果。 From the above results, it can be seen that in addition to the copolymer (P) and boric acid buffer (Q) of the present invention, sodium chloride and/or potassium chloride as inorganic salts can be mixed to improve protein adhesion inhibition Effect.
產業利用性 Industrial availability
本發明的軟式隱形眼鏡用溶液，能夠簡便地對軟式隱形眼鏡賦予抑制蛋白質污漬附著的效果，從而帶來良好的佩戴感，而且，更可以抑制軟式隱形眼鏡的變形，因此安全性也優異。 The solution for soft contact lenses of the present invention can easily impart the effect of inhibiting the adhesion of protein stains to the soft contact lenses, thereby bringing about a good wearing feeling, and also being able to suppress deformation of the soft contact lenses, and therefore being excellent in safety.
Claims (5)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP??2016-031568 | 2016-02-23 | ||
| JP2016031568 | 2016-02-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201729848A TW201729848A (en) | 2017-09-01 |
| TWI748993B true TWI748993B (en) | 2021-12-11 |
Family
ID=59740776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW106105372A TWI748993B (en) | 2016-02-23 | 2017-02-17 | Use of solution for soft contact lenses in inhibiting protein adhesion to the soft contact lenses |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP2017151437A (en) |
| TW (1) | TWI748993B (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019060916A (en) * | 2017-09-25 | 2019-04-18 | 日油株式会社 | Solution for storing soft contact lenses |
| JP2019060917A (en) * | 2017-09-25 | 2019-04-18 | 日油株式会社 | Solution for storing soft contact lenses |
| JP7004205B2 (en) * | 2017-12-04 | 2022-02-10 | 日油株式会社 | Treatment liquid for contact lenses |
| WO2019111838A1 (en) * | 2017-12-04 | 2019-06-13 | 日油株式会社 | Soft contact lens treatment solution |
| JP7099077B2 (en) * | 2018-06-22 | 2022-07-12 | 日油株式会社 | Contact lens solution |
| JP2019219620A (en) * | 2018-06-22 | 2019-12-26 | 日油株式会社 | Contact lens solution |
| US11061169B2 (en) | 2018-11-15 | 2021-07-13 | Alcon Inc. | Contact lens with phosphorylcholine-modified polyvinylalcohols therein |
| US11492189B2 (en) | 2019-01-29 | 2022-11-08 | Bausch & Lomb Incorporated | Contact lens packaging solutions containing hydrophilic polymers endcapped with a hydrophilic and a hydrophobic group |
| JP7243549B2 (en) * | 2019-09-24 | 2023-03-22 | 日油株式会社 | Protein adhesion inhibitor for soft contact lenses, solution for soft contact lenses, and method for inhibiting protein adhesion to soft contact lenses |
| JP7419891B2 (en) | 2020-03-10 | 2024-01-23 | 日油株式会社 | Protein-containing preparations and clinical test reagents containing protein stabilizers |
| WO2022172154A1 (en) | 2021-02-09 | 2022-08-18 | Alcon Inc. | Hydrophilized polydiorganosiloxane vinylic crosslinkers |
| TW202328421A (en) * | 2021-10-29 | 2023-07-16 | 日商日油股份有限公司 | Treatment fluid for soft contact lens |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103596996A (en) * | 2011-06-27 | 2014-02-19 | 日油株式会社 | Polymer and method for producing same |
| CN104272174A (en) * | 2012-03-02 | 2015-01-07 | 日油株式会社 | Contact lens care preparation and packaging solution |
| TW201636026A (en) * | 2015-03-03 | 2016-10-16 | 日油股份有限公司 | Ophthalmic agent and use of copolymers comprised therein |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1176723C (en) * | 2002-06-20 | 2004-11-24 | 上海卫康光学有限公司 | Composition for removing residual protein on flexible hydrophilic contact mirror effectrvely and its application |
| CN1182877C (en) * | 2002-06-20 | 2005-01-05 | 上海卫康光学有限公司 | Composition for treaitng contact lens and its application |
| JP2011221464A (en) * | 2010-04-14 | 2011-11-04 | Rohto Pharmaceut Co Ltd | Ophthalmologic composition for contact lens |
| JP5609525B2 (en) * | 2010-10-20 | 2014-10-22 | 日油株式会社 | Contact lens care formulation and packaging solution |
| JP5707843B2 (en) * | 2010-10-20 | 2015-04-30 | 日油株式会社 | Contact lens care formulation and packaging solution |
| WO2017018425A1 (en) * | 2015-07-27 | 2017-02-02 | Jsr株式会社 | Method for producing medical device and medical device |
-
2017
- 2017-02-17 TW TW106105372A patent/TWI748993B/en active
- 2017-02-22 JP JP2017030789A patent/JP2017151437A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103596996A (en) * | 2011-06-27 | 2014-02-19 | 日油株式会社 | Polymer and method for producing same |
| CN104272174A (en) * | 2012-03-02 | 2015-01-07 | 日油株式会社 | Contact lens care preparation and packaging solution |
| TW201636026A (en) * | 2015-03-03 | 2016-10-16 | 日油股份有限公司 | Ophthalmic agent and use of copolymers comprised therein |
Also Published As
| Publication number | Publication date |
|---|---|
| TW201729848A (en) | 2017-09-01 |
| JP2017151437A (en) | 2017-08-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI748993B (en) | Use of solution for soft contact lenses in inhibiting protein adhesion to the soft contact lenses | |
| EP2821841B1 (en) | Contact lens care preparation and packaging solution | |
| JP5707843B2 (en) | Contact lens care formulation and packaging solution | |
| AU2005267529A1 (en) | Solutions for ophthalmic lenses containing at least one silicone containing component | |
| TW201636026A (en) | Ophthalmic agent and use of copolymers comprised therein | |
| JP5609525B2 (en) | Contact lens care formulation and packaging solution | |
| JP6871334B2 (en) | Compositions for contact lenses and contact lens packages using them | |
| US9295747B2 (en) | Contact lens care preparation and packaging solution | |
| TW201900786A (en) | Solution for silicone hydrogel contact lens and distribution solution including the same improving the surface hydrophilicity and surface lubricity of a silicone hydrogel contact lens | |
| US11746308B2 (en) | Soft contact lens treatment solution | |
| JP2019060917A (en) | Solution for storing soft contact lenses | |
| JP7415306B2 (en) | Ophthalmic lens composition | |
| CN113024872B (en) | Pollen adsorption inhibitor and pollen protein adsorption inhibitor for soft contact lens | |
| JP7099077B2 (en) | Contact lens solution | |
| TW202328421A (en) | Treatment fluid for soft contact lens | |
| TW202342572A (en) | Copolymer and contact lens treatment solution | |
| JP2019219620A (en) | Contact lens solution | |
| EP4365669A1 (en) | Soft contact lens solution | |
| JP2019101278A (en) | Treatment solution for contact lenses | |
| US20230220234A1 (en) | Surface treatment agent for soft contact lens | |
| JP2019060916A (en) | Solution for storing soft contact lenses | |
| CN115125066A (en) | Preserving fluid for contact lenses | |
| WO2021193491A1 (en) | Adsorption inhibitor for inorganic fine particles to be used in soft contact lenses |