Hydrophilic materials including sulfonate copolymer and amino resin

Patent metadata

Field	Value
Publication number	US-9976050-B2
Application number	US-201515329131-A
Country	US
Kind code	B2
Filing date	Jul 28, 2015
Priority date	Jul 31, 2014
Publication date	May 22, 2018
Grant date	May 22, 2018

Abstract

The invention provides a cured product (for example, a film including the cured product) which has an excellent balance between hydrophilicity and abrasion resistance, can retain high hydrophilicity even when washed with water, and can remain hydrophilic and resistant to the attachment of (or can be easily cleaned of) contaminants even when subjected to long storage or heating, and a composition which can give such cured products. A cured product is obtained by curing a composition which includes a copolymer (i) including structural units represented by specific chemical formulae, and an amino resin (ii).

First claim

The invention claimed is:

1. A cured product obtained from a composition comprising:
a copolymer (i) including structural units represented by the general formulae (1), (2) and (3) below, and
an amino resin (ii)

(in the formulae (1), (2) and (3), the letters a, b and c indicate the proportions of the respective structural units relative to the total number of the structural units denoted by a, b and c taken as 100 (a+b+c=100),
A 1 denotes a single bond, a C 1-10 divalent hydrocarbon group, a group represented by the formula (1-1) below, or a group represented by the formula (1-2) below,
A 2 denotes a single bond, a C 1-10 divalent hydrocarbon group, a group represented by the formula (2-1) below, or a group represented by the formula (2-2) below,
A 3 denotes a single bond, a C 1-10 divalent hydrocarbon group, a group represented by the formula (3-1) below, or a group represented by the formula (3-2) below,
R 1 , R 2 and R 3 are each independently a hydrogen atom or a methyl group,
R 4 at each occurrence is a hydrogen atom, a methyl group, an ethyl group, a propyl group or a butyl group, and R 4 s may be the same as or different from each other,
R 10 denotes a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, a methoxy group, an ethoxy group, a propoxy group or a butoxy group,
M denotes a hydrogen atom, an alkali metal ion, an alkaline earth metal ion having 1/2 atomic valence, an ammonium ion or an amine ion, and
in the formulae (1-1), (1-2), (2-1), (2-2), (3-1) and (3-2), n and n2 are each independently an integer of 1 to 10, n1 is an integer of 0 to 10, m is an integer of 1 to 6, m1 is an integer of 0 to 6, 1 is an integer of 0 to 4, R 5 and R 6 are each independently a hydrogen atom or a methyl group, * means that the indicated end is bonded to SO 3 M, ** means that the indicated end is bonded to the epoxy group, and *** means that the indicated end is bonded to the Si atom)

2. The cured product according to claim 1 , which is obtained from the composition wherein the copolymer (i) is a copolymer (i3-1) including structural units represented by the general formulae (4), (5) and (6) below:

(in the formulae (4), (5) and (6), the letters a, b and c indicate the proportions of the respective structural units relative to the total number of the structural units denoted by a, b and c taken as 100 (a+b+c=100),
n is an integer of 1 to 10, n1 is an integer of 0 to 10,
R 1 , R 2 , R 3 , R 5 and R 6 are each independently a hydrogen atom or a methyl group,
R 4 at each occurrence is a hydrogen atom, a methyl group, an ethyl group, a propyl group or a butyl group, and R 4 s may be the same as or different from each other,
R 10 denotes a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, a methoxy group, an ethoxy group, a propoxy group or a butoxy group, and
M denotes a hydrogen atom, an alkali metal ion, an alkaline earth metal ion having 1/2 atomic valence, an ammonium ion or an amine ion).

3. The cured product according to claim 1 , which is obtained from the composition wherein the weight average molecular weight of the copolymer (i) measured by gel permeation chromatography (GPC) relative to polymethyl methacrylate standards is 500 to 3,000,000.

4. The cured product according to claim 1 which is obtained from the composition wherein the amino resin (ii) is an amino resin (ii1) represented by the general formula (7) below:

(in the formula (7), R 30 is a hydrogen atom, a C 1-10 alkyl group, a hydroxymethyl group or a C 1-10 alkoxymethyl group, R 40 is a hydroxyl group, a hydrogen atom, a C 1-10 alkyl group or a C 1-10 alkoxy group, q190 is an integer of 1 to 90, MC denotes a mother core represented by any of the general formulae (8) to (10) below, #2 denotes a hand bonded to #1 in any of the general formulae (8) to (10), and there are the same number of #2s as the number of #1s,
in the formula (8), q 030 at each occurrence is an integer of 0 to 30, q 030 's may be the same as or different from one another, and R 30 's and R 40 's are the same as defined in the formula (7),
in the formula (9), q 050 is an integer of 0 to 50, X at each occurrence denotes an oxygen atom or a sulfur atom, and R 30 's and R 40 are the same as defined in the formula (7), and
in the formula (10), q 050 is an integer of 0 to 50)

5. The cured product according to claim 1 , which is obtained from the composition wherein the weight ratio (i)/(ii) of the copolymer (i) to the amino resin (ii) is in the range of 99/1 to 1/99.

6. The cured product according to claim 1 , which is obtained from the composition further comprising inorganic particles (iii).

7. The cured product according to claim 6 , which is obtained from the composition including 5 to 98 parts by weight of the copolymer (i), 1 to 70 parts by weight of the amino resin (ii) and 1 to 90 parts by weight of the inorganic particles (iii) (wherein the total weight of the copolymer (i), the amino resin (ii) and the inorganic particles (iii) is 100 parts by weight).

8. A film (Z1) comprising the cured product described in claim 1 , the thickness of the film being 0.01 to 300 μm.

9. A stack having at least one layer comprising the film (Z1) described in claim 8 .

Assignees

• Mitsui Chemicals Inc

Inventors

• Okazaki Koju

Classifications

• B32B2551/00

  Optical elements · CPC title

• B32B2255/28

  Multiple coating on one surface · CPC title

• B32B15/098

  comprising condensation resins of aldehydes, e.g. with phenols, ureas or melamines · CPC title

• B32B2250/20

  All layers being fibrous or filamentary · CPC title

• B32B9/002

  comprising natural stone or artificial stone · CPC title