Hydrophilic monolayer films

Patent metadata

Field	Value
Publication number	US-9976049-B2
Application number	US-201515307045-A
Country	US
Kind code	B2
Filing date	May 12, 2015
Priority date	May 19, 2014
Publication date	May 22, 2018
Grant date	May 22, 2018

Abstract

The invention provides monolayer films excellent in hydrophilicity and transparency which include a crosslinked resin having a surface enriched with hydrophilic groups, and materials which exhibit excellent properties such as hydrophilicity, antifogging properties and antifouling properties by virtue of having the above monolayer films. A monolayer film is fabricated which includes a crosslinked resin obtained by polymerizing a composition including a compound (I) having an anionic hydrophilic group and a functional group with a polymerizable carbon-carbon double bond, and a compound (II) having three or more hydroxyl groups and three or more functional groups with a polymerizable carbon-carbon double bond, the monolayer film having a gradient (Sa/Da) of not less than 1.1 wherein Sa is the surface concentration of the anionic hydrophilic groups in the monolayer film, and Da is the deep concentration of the hydrophilic groups at ½ of the thickness of the monolayer film.

First claim

The invention claimed is:

1. A monolayer film comprising a crosslinked resin obtained by polymerizing a composition including:
a compound (I) having an anionic hydrophilic group and a functional group with a polymerizable carbon-carbon double bond, and
a compound (II) having three or more hydroxyl groups and three or more functional groups with a polymerizable carbon-carbon double bond,
the monolayer film having a gradient (Sa/Da) of not less than 1.1 wherein Sa is the surface concentration of the anionic hydrophilic groups in the monolayer film, and Da is the deep concentration of the hydrophilic groups at ½ of the thickness of the monolayer film, and wherein the compound (I) is a compound represented by the general formula (100) below and A in the general formula (100) is a functional group with at least one polymerizable carbon-carbon double bond selected from the general formulas (121) to (125) below,

wherein CD is a group which includes at least one hydrophilic group selected from those groups represented by the general formulas (101) to (106) below; n 12 indicates the number of As bonded to CD and is 1 or 2; and n 15 indicates the number of CDs bonded to A and is an integer of 1 to 5:

wherein M is a hydrogen atom, an alkali metal, an alkaline earth metal having ½ atomic valence or an ammonium ion; and #1 indicates a hand bonded to a carbon atom present in A in the formula (100);

wherein M at each occurrence is a hydrogen atom, an alkali metal, an alkaline earth metal having ½ atomic valence or an ammonium ion; and #1 indicates a hand bonded to a carbon atom present in A in the formula (100);

wherein M is a hydrogen atom, an alkali metal, an alkaline earth metal having ½ atomic valence or an ammonium ion; and #1 at each occurrence indicates a hand bonded to a carbon atom present in A in the formula (100);

wherein M is a hydrogen atom, an alkali metal, an alkaline earth metal having ½ atomic valence, an ammonium ion or an amine ion; and #1 indicates a hand bonded to a carbon atom present in A in the formula (100);

wherein r 5 and r 6 each independently represent a hydrogen atom, a methyl group, an ethyl group or a hydroxyl group; n 05 is an integer of 0 to 5; X is —O—, —S—, —NH— or —NCH 3 —; M at each occurrence is a hydrogen atom, an alkali metal, an alkaline earth metal having ½ atomic valence or an ammonium ion; and #1 indicates a hand bonded to a carbon atom present in A in the formula (100); and

wherein X is —O—, —S—, —NH— or —NCH 3 —; M is a hydrogen atom, an alkali metal, an alkaline earth metal having ½ atomic valence or an ammonium ion; and #1 indicates a hand bonded to a carbon atom present in A in the formula (100),

wherein r represents a hydrogen atom or a methyl group; r 1 and r 2 each independently represent a hydrogen atom, a methyl group, an ethyl group or a hydroxyl group; n 010 is an integer of 0 to 10; and #2 indicates a hand bonded to #1 present in at least one croup selected from those groups represented by the general formulas (101) to (106);

wherein r represents a hydrogen atom or a methyl group; r 1 and r 2 each independently represent a hydrogen atom, a methyl group, an ethyl group or a hydroxyl group; n 010 is an integer of 0 to 10; n 05 is an integer of 0 to 5; n 15 is an integer of 1 to 5; and #2 indicates a hand bonded to #1 present in at least one group selected from those groups represented by the general formulas (101) to (106);

wherein r 1 and r g each independently represent a hydrogen atom, a methyl group, an ethyl group or a hydroxyl group; and #2 at each occurrence indicates a hand bonded to #1 present in at least one group selected from those groups represented by the general formulas (101) to (106);

wherein r 1 represents a hydrogen atom, a methyl group, an ethyl group or a hydroxyl group; and #2 at each occurrence indicates a hand bonded to #1 present in at least one group selected from those groups represented by the general formulas (101) to (106); and

wherein X is —O—, —S—, —NH— or —NCH 3 —; r and r0 each independently represent a hydrogen atom or a methyl group; r 5 and r 6 each independently represent a hydrogen atom, a methyl group, an ethyl group or a hydroxyl group; R 10 represents a hydrogen atom, a C 1-10 alkyl group, a C 3-10 cycloalkyl group, a phenyl group, a benzyl group, a hydroxyl group, hydroxymethyl or hydroxyethyl; n 01 represents 0 or 1; n 010 is an integer of 1 to 10; and #2 indicates a hand bonded to #1 present in at least one group selected from those groups represented by the general formulas (101) to (106).

2. The monolayer film according to claim 1 , wherein the compound (II) is a compound represented by the general formula (200) below:

wherein Mc indicates at least one group selected from those groups represented by the general formulas (201) to (209) below; X is —O—, —S—, —NH— or —NCH 3 —; r is a hydrogen atom or a methyl group; r1 to r4 each independently represent a hydrogen atom, a methyl group, an ethyl group or a hydroxyl group; m 010 is an integer of 0 to 10; n 030 is an integer of 0 to 30; and n 220 is an integer of 3 to 20:

wherein m 110 is an integer of 1 to 10; N 110 is an integer of 1 to 10; #3 at each occurrence indicates a hydrogen atom or a hand bonded to a carbon atom present in the group represented by the formula (200); R 5 represents —O-#3 or —CH 2 O—+3; R 6 represents a hydrogen atom, a hydroxyl group, —O-#3, —CH 2 OH, —CH 2 O—#3 or a C 1-4 alkyl group; when m 110 is 2 or greater, R 5 s and R 6 s each may be the same as or different from one another; when m 110 is 2 or greater, #3s may be the same as or different from one another; and there are the same number of hands #3 bonded to a carbon atom present in the group represented by the formula (200) as the number indicated by n 220 in the formula (200);

wherein m 110 is an integer of 1 to 10; N 110 is an integer of 1 to 10; #3 at each occurrence indicates a hydrogen atom or a hand bonded to a carbon atom present in the group represented by the formula (200); R 5 represents —O-#3 or —CH 2 O—#3; R 6 represents a hydrogen atom, a hydroxyl group, —O-#3, —CH 2 OH, —CH 2 O—#3 or a C 1-4 alkyl group; when m 110 is 2 or greater, R 5 s and R 6 s each may be the same as or different from one

Assignees

• Mitsui Chemicals Inc

Inventors

• Okazaki Koju

Classifications

• C09D135/02

  Homopolymers or copolymers of esters (C09D135/06, C09D135/08 take precedence) · CPC title

• B32B2405/00

  Adhesive articles, e.g. adhesive tapes · CPC title

• B32B2457/20

  Displays, e.g. liquid crystal displays, plasma displays · CPC title

• B32B2307/732

  Dimensional properties · CPC title

• B32B27/306

  comprising vinyl acetate or vinyl alcohol (co)polymers · CPC title