TH69274A

TH69274A - Elements that can be cured by polymerization.

Info

Publication number: TH69274A
Application number: TH502001845F
Authority: TH
Inventors: ทาเกนากะ จุนจิ; โมโมดะ จุนจิ; นาโกะ ฮิโรโนบุ
Original assignee: โตกุยามา คอร์ปอเรชั่น; นางดารานีย์ วัจนะวุฒิวงศ์; นางสาวสนธยา สังขพงศ์
Filing date: 2004-09-17
Publication date: 2005-06-21

Abstract

DC60 (14/12/47) สารผสมที่สามารถบ่มได้ด้วยโพลีเมอไรเซชัน ซึ่งประกอบด้วยโมโนเมอร์ที่สามารถ โพลีเมอไรซ์ได้ชนิดโพลีฟังก์ชันนัลที่จำเพาะ ซึ่งมีโครงสร้างของโมเลกุลที่แข็ง ที่มีความแข็ง- รอคเวลล์ระดับ L ของโฮโมโพลีเมอร์ของมันจาก 60 หรือ มากกว่านั้น, โมโนเมอร์ที่สามารถ โพลีเมอไรซ์ได้ชนิดโพลีฟัง์ชันนัลที่จำเพาะ และสารประกอบชนิดโฟโตโครมิก , ซับสเตรทของ เลนส์ชนิดโฟโตโครมิก ที่ประกอบด้วยผลิตภัณฑ์ที่ถูกบ่มของสารผสมที่สามารถบ่มได้ด้วย โพลีเมอไรเซชัน, และเลนส์ ซึ่งประกอบด้วยซับสเตรทของเลนส์ชนิดโฟโตโครมิก ซับสเตรท และเลนส์ จะแสดงให้เห็นคุณสมบัติทางโฟโตโครมิกที่ดีเยี่ยม เช่น ความหนาแน่นของการพัฒนาให้เกิดขึ้นของสีที่สูง และอัตราเร็วของการเลือนหายไปที่สูง , และผลิตภัณฑ์ที่ถูกบ่มจะมีคุณสมบัติของซับสเตรทที่ดีเยี่ยม เช่น ความแข็ง , ความต้านทาน ต่อความร้อน และความต้านทานต่อแรงกระแทก รวมทั้ง ความแข็งแรง (ความเหนียว) ซึ่ง ยอมให้สำหรับการใช้ของมันในแว่นตาที่ไม่มีขอบDC60 (14/12/47) is a polymerization-curable compound consisting of specific polyfunctional polymerizable monomers with a rigid molecular structure, having a Rockwell L hardness of 60 or greater for its homopolymer; specific polyfunctional polymerizable monomers and photochromic compounds; photochromic lens substrates composed of the cured product of the polymerization-curable compound; and lenses composed of the photochromic lens substrate. The substrate and lens exhibit excellent photochromic properties, such as high color development density and high fading rate, and the cured product possesses excellent substrate properties, such as hardness, heat resistance, and impact resistance, as well as toughness (ductility), allowing its use in rimless eyewear.

Claims

------09/04/2561------(OCR) Page 3 of 6. Dipentaethritoltrimethacrylate, pentaethritol tetramethacrylate, ditrimethylol propane tetramethacrylate modified with caprolactam, ditrimethylol propane tetramethacrylate modified with caprolactam, and dipentaethritol hexaacrylate modified with caprolactam. And where the monomer that can be polymerized into bifunctional methyl groups replaced by formula (2) is at least one type chosen from the groups containing 2.2-bis[4-(methacryloyl oxypolyethoxy)tinyl]propane (average (t+t) is 2) 2.2-bis[4-(methacryloyl oxypolyethoxy)tinyl]propane (average (t+t) is 2.6) 2.2-bis[4-(methacryloyl oxypolyethoxy)tinyl]propane (average (t+t) is 4) 2.2-bis[4-(methacryloyl oxypolyethoxy)tinyl]propane (average (t+t) is 10) 2.2- Bis[4-(methacryloyl oxypolyethoxy)the!nyl]propane (average (TA+T) is 30) 2.2- Bis[4-(methacryloyl oxypolyethoxy)the!nyl]propane (average (TA+T) is 4) 2.2- Bis[4-(methacryloyl oxypolypropoxy)the!nyl]propane (average (TA+T) is 4) 2.2- Bis[4-(methacryloyl oxypolypropoxy)the!nyl]propane (average (TA+T) is 10) Bis[4-(methacryloyl oxypolyethoxy)the!nyl]methane (average (TA+T) is 4) and 5. Polymerization-capable composition for photochromic lens substrate, polymerization-capable composition incorporating (I) polyfunctional polymerizable monomers represented by the following formulas (a) (chemical formulas) where R1 is a hydrogen atom or methyl group, -R2- is -CH2-CH20-, -CH2CH(CH3)0- or -C(=0)CH2CH2CH2CH2CH20-, R3 is a trifunctional to hexafunctional organic residue, a is an integer from 0 to 3 and c is an integer from 3 to 6. (II) A bifunctional polymerizable monomer is represented by the following formula (2), where each R4 and R5 are independent hydrogen atoms or methyl groups, each R6 and R7 are independent hydrogen atoms or alkyl groups with 1 or 2 carbon atoms, ------------ Edited 7 Aug. 2017 1. Substrate of a photochromic lens, which is composed of the cured product of The polymerization-capable components consist of (I) polyfunctional polymerizable monomers represented by the following formula (1) (chemical formula), where R1 is either a hydrogen atom or a methyl group, -R2- is -CH2-CH2O-, -CH2CH(CH3)O-, or -C(=O)CH2CH2CH2CH2CH2O-, R3 is a trifunctional to hexafunctional organic residue, a is an integer from 0 to 3, and b is an integer from 3 to 6; (II) bifunctional polymerizable monomers represented by the following formula (2) (chemical formula), where each independent R4 and R5 are either hydrogen atoms or methyl groups, and each independent R6 and R7 are either hydrogen atoms or methyl groups. Hydrogen atoms or alkyl groups with 1 or 2 carbon atoms, -X- groups are -O-, -S-, -S(=O)2-, -C(=O)-O-, -CH2-, -CH=CH- or -C(CH3)2- and m and n are according to (m+n)=0 to 30 and (III) another polymerizable monomer different from the polymerizable monomers (I) and (II) above, which is selected from the polyethylene glycol methacrylate-containing groups. The average molecular weight of polyethylene glycol methacrylate is 526, 360; 475; 1,000; and 1,000; polypropylene glycol methacrylate. Average molecular weight 375, polypropylene glycol methacrylate with average molecular weight 430, stearyl methacrylate, lauryl methacrylate, ethylene glycol glycidyl ether, propylene glycol glycidyl ether, tetraethylene glycol diacrylate, nonaethylene glycol diacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, tripropylene glycol dimethacrylate, tetrapropylene glycol dimethacrylate, nonaethylene glycol dimethacrylate. (IV) photochromic compounds; and (V) thermopolymerization initiators. Where the amounts of polyfunctional (I) polymerizable, bifunctional (II) polymerizable, and other (III) polymerizable monomers are 1 to 15% by weight, 10 to 80% by weight, and 5 to 89% by weight, respectively, relative to the sum of all (IV) polymerizable monomers, the fading half-life of the photochromic compound (IV) in the cured product is 30 times or less shorter than the fading half-life of the photochromic compound (IV) in the polymerization-curable composition, and the cured product has a tensile strength of 20 Kgf or more.

1. Substrate of a photochromic lens consisting of cured products of a polymerization-curable mixture consisting of: (I) polyfunctional polymerizable monomers represented by the following formula (1): (chemical formula) ....(1), where R1 is a hydrogen atom or methyl group, -R2- group is -CH2CH2O-, -CH2CH(CH3)O- or -C(=O)CH2CH2CH2CH2CH2O-, R3 is a trivalent to hexafunctional organic residual, a is an integer from 0 to 3, and b is an integer from 3 to 6; (II) bifunctional polymerizable monomers. (2) is represented by the following formula: (chemical formula) ...(2) where each independent R4 and R5 are hydrogen atoms or methyl groups, each independent R6 and R7 are hydrogen atoms or alkyl groups with 1 or 2 carbon atoms, -X- groups are -O-, -S-, -S(=O)2-, -C(=O)-O-, -CH2-, -CH=CH- or -C(CH3)2-, and m and n are in accordance with (m+n) = 0 to 30; and (III) photochromic compounds, where the half-life of the disappearance of the photochromic compound (III) in the curing product is It will be 30 times or less shorter than the fading half-life of photochromic compounds (III) in polymerization-curable mixtures, and the substrate will have a tensile strength of 20 Kgf or more.

2. The lens substrate under claim 1 in which the bifunctional polymerizable monomer (II) is a combination of the first bifunctional polymerizable monomer of formula (2) above, in which (m+n) is 0 to 5, and the second bifunctional polymerizable monomer of formula (2) above, in which (m+n) is 6 to 30, and the molar count of the second bifunctional polymerizable monomer is 3 times or less than the molar count of the first bifunctional polymerizable monomer.

3. The lens substrate pursuant to claim 1, in which the polymerization-curable mixture is further composed of a thermopolymerization initiator, and polyfunctional polymerizable monomers (I) and bifunctional polymerizable monomers (II) are made present in amounts of 1 to 15% by weight and 10 to 80% by weight, respectively, relative to the total sum of all polymerizable monomers made present in the polymerization-curable mixture.

4. The lens substrate pursuant to claim 1, in which the polymerization-curable mixture is further composed of a photopolymerization initiator, and polyfunctional polymerizable monomers (I) and bifunctional polymerizable monomers (II) are made up in amounts of 1 to 60% by weight and 10 to 90% by weight, respectively, relative to the total sum of all polymerizable monomers made up in the polymerization-curable mixture.

5. The lens substrate pursuant to claim paragraph 4, which is a polymerization-curable mixture, shall be further composed of at least one oligomer selected from a group consisting of bifunctional to hexafunctional polymerizable urethane oligomers and bifunctional to hexafunctional polyester oligomers.

6. A thermopolymerization-capable mixture consisting of: (I) polyfunctional polymerizable monomers, denoted by Formula (1) above; (II) polyfunctional polymerizable monomers, denoted by Formula (2) above; (III) other polymerizable monomers different from the polymerizable monomers (I) and (II) above; (IV) a photochromic compound; and (V) a thermopolymerization initiator, in which the amount of polyfunctional polymerizable monomer (I), bifunctional polymerizable monomer (II), and other polymerizable monomers (III) is 1 to 15% by weight, 10 to 80% by weight, and 5 to 89% by weight, respectively, relative to the total sum of all polymerizable monomers.

7. A mixture pursuant to claim paragraph 6 in which the amounts of polyfunctional (I), bifunctional (II), and other (III) polymerizable monomers are 3 to 10% by weight, 20 to 60% by weight, and 30 to 77% by weight, respectively.

8. A mixture pursuant to claim paragraph 6 in which a bifunctional monomer (II) is a combination of the first bifunctional monomer of form (2) above, in which (m+n) is 0 to 5, and the second bifunctional monomer of form (2) above, in which (m+n) is 6 to 30, and the molar count of the second bifunctional monomer is 3 times or less than the molar count of the first bifunctional monomer.

9. Polymerization-curable mixtures consisting of: (I) polyfunctional polymerizable monomers, denoted by Formula (1) above; (II) polyfunctional polymerizable monomers, denoted by Formula (2) above; (III) possibly containing other polymerizable monomers different from those (I) and (II) above; (IV) photochromic compounds; and (V) photopolymerization initiators, where the amounts of polyfunctional polymerizable monomer (I), bifunctional polymerizable monomer (II), and other polymerizable monomers (III) are 1 to 60% by weight, 10 to 90% by weight, and 0 to 89% by weight respectively, relative to the total sum of all polymerizable monomers.

10. A mixture pursuant to claim paragraph 9 in which the amounts of polyfunctional (I) polymerizable monomer, bifunctional (II) polymerizable monomer, and other (III) polymerizable monomers are 10 to 60% by weight, 20 to 90% by weight, and 0 to 70% by weight, respectively.

11. A mixture according to claim 9 in which a bifunctionally polymerizable monomer (II) is a combination of the first bifunctionally polymerizable monomer of form (2) above, in which (m+n) is 0 to 5, and the second bifunctionally polymerizable monomer of form (2) above, in which (m+n) is 6 to 30, and the molar count of the second bifunctionally polymerizable monomer is 3 times or less than the molar count of the first bifunctionally polymerizable monomer.

12. A photochromic lens consisting of a photochromic lens substrate of Patent 1, a hard coating, and a buffer layer, where the buffer layer is inserted between the hard coating and the substrate and has a pencil hardness lower than that of the hard coating, for the bonding of the substrate to the hard coating.