SURFACE TREATMENT AGENT
20180030280 · 2018-02-01
Assignee
Inventors
Cpc classification
C09D4/00
CHEMISTRY; METALLURGY
C09K3/18
CHEMISTRY; METALLURGY
International classification
C09D4/00
CHEMISTRY; METALLURGY
C07F7/18
CHEMISTRY; METALLURGY
Abstract
A surface-treating agent including at least one perfluoro(poly)ether group containing silane compound of any of the formulae (A1), (A2), (B1), (B2), (C1) and (C2):
##STR00001##
wherein, each of symbols is as defined in the specification, and wherein a proportion of the perfluoro(poly)ether group containing silane compound having a molecular weight of 3,000 or less in the perfluoro(poly)ether group containing silane compounds of any of the above general formulae is 9 mol % or less.
Claims
1. A surface-treating agent comprising at least one perfluoro(poly)ether group containing silane compound of any of the formulae (A1), (A2), (B1), (B2), (C1) and (C2): ##STR00018## wherein: PFPE is each independently at each occurrence a group of the formula:
(OC.sub.4F.sub.8).sub.a(OC.sub.3F.sub.6).sub.b(OC.sub.2F.sub.4).sub.c(OCF.sub.2).sub.d wherein a, b, c and d are each independently an integer of 0-200, the sum of a, b, c and d is 1 or more, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula; Rf is each independently at each occurrence an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms; R.sup.1 is each independently at each occurrence a hydrogen atom or an alkyl group having 1-22 carbon atoms; R.sup.2 is each independently at each occurrence a hydroxyl group or a hydrolyzable group; R.sup.11 is each independently at each occurrence a hydrogen atom or a halogen atom; R.sup.12 is each independently at each occurrence a hydrogen atom or a lower alkyl group; n is, independently per a unit (SiR.sup.1.sub.nR.sup.2.sub.3-n), an integer of 0-3; there is at least one R.sup.2 in the formulae (A1), (A2), (B1) and (B2); X.sup.1 is each independently a single bond or a 2-10 valent organic group; X.sup.2 is each independently at each occurrence a single bond or a divalent organic group; t is each independently at each occurrence an integer of 1-10; is each independently an integer of 1-9; is each independently an integer of 1-9; X.sup.5 is each independently a single bond or a 2-10 valent organic group; is each independently an integer of 1-9; is each independently an integer of 1-9; X.sup.7 is each independently a single bond or a 2-10 valent organic group; is each independently an integer of 1-9; is each independently an integer of 1-9; R.sup.a is each independently at each occurrence ZSiR.sup.71.sub.pR.sup.72.sub.qR.sup.73.sub.r; Z is each independently at each occurrence an oxygen atom or a divalent organic group; R.sup.71 is each independently at each occurrence R.sup.a; R.sup.a has the same definition as that of R.sup.a; in R.sup.a, the number of Si atoms which are straightly linked via the Z group is up to five; R.sup.72 is each independently at each occurrence a hydroxyl group or a hydrolyzable group; R.sup.73 is each independently at each occurrence a hydrogen atom or a lower alkyl group; p is each independently at each occurrence an integer of 0-3; q is each independently at each occurrence an integer of 0-3; r is each independently at each occurrence an integer of 0-3; in one R.sup.a, the sum of p, q and r is 3, and there is at least one R.sup.72 in the formula (C1) and (C2); R.sup.b is each independently at each occurrence a hydroxyl group or a hydrolyzable group; R.sup.c is each independently at each occurrence a hydrogen atom or a lower alkyl group; k is each independently at each occurrence an integer of 1-3; l is each independently at each occurrence an integer of 0-2; m is each independently at each occurrence an integer of 0-2; and the sum of k, l and m is 3 in each unit in parentheses with the subscript , wherein a proportion of the perfluoro(poly)ether group containing silane compound having a molecular weight of 3,000 or less in the perfluoro(poly)ether group containing silane compounds of any of the above general formulae is 9 mol % or less.
2. The surface-treating agent according to claim 1 wherein the proportion of the perfluoro(poly)ether group containing silane compound having a molecular weight of 3,000 or less in the perfluoro(poly)ether group containing silane compounds of any of the above general formulae is 7 mol % or less.
3. The surface-treating agent according to claim 1 wherein the proportion of the perfluoro(poly)ether group containing silane compound having a molecular weight of 3,000 or less in the perfluoro(poly)ether group containing silane compounds of any of the above general formulae is 5 mol % or less.
4. The surface-treating agent according to claim 1 wherein Rf is a perfluoroalkyl group having 1-16 carbon atoms.
5. The surface-treating agent according to claim 1 wherein PFPE is a group of any of the following formulas (i) to (iv):
(OCF.sub.2CF.sub.2CF.sub.2).sub.b(i) wherein b is an integer of 1-200;
(OCF(CF.sub.3)CF.sub.2).sub.b(ii) wherein b is an integer of 1-200;
(OCF.sub.2CF.sub.2CF.sub.2CF.sub.2).sub.a(OCF.sub.2CF.sub.2CF.sub.2).sub.b(OCF.sub.2CF.sub.2).sub.c(OCF.sub.2).sub.d(iii) wherein a and b are each independently 0 or an integer of 1-30, c and d are each independently an integer of 1-200, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula; or
(OC.sub.2F.sub.4R.sup.8).sub.f(iv) wherein R.sup.8 is a group selected from OC.sub.2F.sub.4, OC.sub.3F.sub.6 and OC.sub.4F.sub.8; and f is an integer of 2-100.
6. The surface-treating agent according to claim 1 wherein X.sup.1, X.sup.5 and X.sup.7 are each independently a 2-4 valent organic group, , and are each independently 1-3, and , and are 1.
7. The surface-treating agent according to claim 1 wherein X.sup.1, X.sup.5 and X.sup.7 are a divalent organic group, , and are 1, and , and are 1.
8. The surface-treating agent according to claim 7 wherein X.sup.1, X.sup.5 and X.sup.7 are each independently (R.sup.31).sub.p(X.sup.a).sub.q wherein: R.sup.31 is a single bond, (CH.sub.2).sub.s (wherein s is an integer of 1-20) or a o-, m- or p-phenylene group; X.sup.a is (X.sup.b).sub.l (wherein l is an integer of 1-10); X.sup.b is each independently at each occurrence selected from the group consisting of O, S, an o-, m- or p-phenylene group, C(O)O, Si(R.sup.33).sub.2, (Si(R.sup.33).sub.2O).sub.mSi(R.sup.33).sub.2 (wherein m is an integer of 1-100), CONR.sup.34, OCONR.sup.34, NR.sup.34 and (CH.sub.2).sub.n (wherein n is an integer of 1-20); R.sup.33 is each independently at each occurrence a phenyl group, a C.sub.1-6 alkyl group or a C.sub.1-6 alkoxy group; R.sup.34 is each independently at each occurrence a hydrogen atom, a phenyl group or a C.sub.1-6 alkyl group; p is 0 or 1; q is 0 or 1; at least one of p and q is 1, the occurrence order of the respective repeating units in parentheses with the subscript p or q is not limited in the formula; and R.sup.31 and X.sup.a is may be substituted with one or more substituents selected from a fluorine atom, a C.sub.1-3 alkyl group and a C.sub.1-3 fluoroalkyl group.
9. The surface-treating agent according to claim 7 wherein X.sup.1, X.sup.5 and X.sup.7 are each independently selected from the group consisting of: CH.sub.2O(CH.sub.2).sub.2, CH.sub.2O(CH.sub.2).sub.3, CH.sub.2O(CH.sub.2).sub.6, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2OSi(CH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2OSi(CH.sub.3).sub.2OSi(CH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.2Si(CH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.3Si(CH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.10Si(CH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.20Si(CH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2OCF.sub.2CHFOCF.sub.2, CH.sub.2OCF.sub.2CHFOCF.sub.2CF.sub.2, CH.sub.2OCF.sub.2CHFOCF.sub.2CF.sub.2CF.sub.2, CH.sub.2OCH.sub.2CF.sub.2CF.sub.2OCF.sub.2, CH.sub.2OCH.sub.2CF.sub.2CF.sub.2OCF.sub.2CF.sub.2, CH.sub.2OCH.sub.2CF.sub.2CF.sub.2OCF.sub.2CF.sub.2CF.sub.2, CH.sub.2OCH.sub.2CF.sub.2CF.sub.2OCF(CF.sub.2)CF.sub.2OCF.sub.2, CH.sub.2OCH.sub.2CF.sub.2CF.sub.2OCF(CF.sub.3)CF.sub.2OCF.sub.2CF.sub.2, CH.sub.2OCH.sub.2CF.sub.2CF.sub.2OCF(CF.sub.2)CF.sub.2OCF.sub.2CF.sub.2CF.sub.2, CH.sub.2OCH.sub.2CHFCF.sub.2OCF.sub.2, CH.sub.2OCH.sub.2CHFCF.sub.2OCF.sub.2CF.sub.2, CH.sub.2OCH.sub.2CHFCF.sub.2OCF.sub.2CF.sub.2CF.sub.2, CH.sub.2OCH.sub.2CHFCF.sub.2OCF(CF.sub.2)CF.sub.2OCF.sub.2, CH.sub.2OCH.sub.2CHFCF.sub.2OCF(CF.sub.2)CF.sub.2OCF.sub.2CF.sub.2, CH.sub.2OCH.sub.2CHFCF.sub.2OCF(CF.sub.3)CF.sub.2OCF.sub.2CF.sub.2CF.sub.2, CH.sub.2OCH.sub.2(CH.sub.2).sub.7CH.sub.2Si(OCH.sub.3).sub.2OSi(OCH.sub.3).sub.2(CH.sub.2).sub.2Si(OCH.sub.3).sub.2OSi(OCH.sub.3).sub.2(CH.sub.2).sub.3, CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.2OSi(OCH.sub.2).sub.2(CH.sub.2).sub.2, CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.2CH.sub.2).sub.2OSi(OCH.sub.2CH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.3).sub.2OSi(OCH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2OCH.sub.2CH.sub.2CH.sub.2Si(OCH.sub.2CH.sub.3).sub.2OSi(OCH.sub.2CH.sub.3).sub.2(CH.sub.2), (CH.sub.2).sub.2, (CH.sub.2).sub.3, (CH.sub.2).sub.4, (CH.sub.2).sub.6, (CH.sub.2).sub.2Si(CH.sub.3).sub.2(CH.sub.2).sub.2, CONH(CH.sub.2).sub.3, CON(CH.sub.3)(CH.sub.2).sub.3, CON(Ph)-(CH.sub.2).sub.3 (wherein Ph is a phenyl group), CONH(CH.sub.2).sub.6, CON(CH.sub.3)(CH.sub.2).sub.6, CON(Ph)-(CH.sub.2).sub.6 (wherein Ph is a phenyl group), CONH(CH.sub.2).sub.2NH(CH.sub.2).sub.3, CONH(CH.sub.2).sub.6NH(CH.sub.2).sub.3, CH.sub.2OCONH(CH.sub.2).sub.3, CH.sub.2OCONH(CH.sub.2).sub.6, S(CH.sub.2).sub.3, (CH.sub.2).sub.2S(CH.sub.2).sub.3, CONH(CH.sub.2).sub.3Si(CH.sub.3).sub.2OSi(CH.sub.3).sub.2(CH.sub.2).sub.2, CONH(CH.sub.2).sub.3Si(CH.sub.3).sub.2OSi(CH.sub.3).sub.2OSi(CH.sub.3).sub.2(CH.sub.3).sub.2, CONH(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.2Si(CH.sub.3).sub.2(CH.sub.3).sub.2, CONH(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.3Si(CH.sub.3).sub.2(CH.sub.3).sub.2, CONH(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.10Si(CH.sub.3).sub.2(CH.sub.3).sub.2, CONH(CH.sub.2).sub.3Si(CH.sub.3).sub.2O(Si(CH.sub.3).sub.2O).sub.2).sub.20Si(CH.sub.3).sub.2(CH.sub.2).sub.2, C(O)O(CH.sub.2).sub.3, C(O)O(CH.sub.2).sub.6, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2(CH.sub.2).sub.2Si(CH.sub.3).sub.2(CH.sub.2).sub.2, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2(CH.sub.2).sub.2Si(CH.sub.3).sub.2CH(CH.sub.3), CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2(CH.sub.2).sub.2Si(CH.sub.3).sub.2(CH.sub.2).sub.3, CH.sub.2O(CH.sub.2).sub.3Si(CH.sub.3).sub.2(CH.sub.2).sub.2Si(CH.sub.3).sub.2CH(CH.sub.3)CH.sub.2, ##STR00019##
10. The surface-treating agent according to claim 1 wherein X.sup.1 is OCFR.sup.13(CF.sub.2).sub.e, R.sup.13 is a fluorine atom or a lower fluoroalkyl group, and e is 0 or 1.
11. The surface-treating agent according to claim 1 wherein X.sup.2 is (CH.sub.2).sub.s, and s is an integer of 0-2.
12. The surface-treating agent according to claim 1 wherein k is 3, and q is 3 in R.sup.a.
13. The surface-treating agent according to claim 1 wherein X.sup.1, X.sup.5 and X.sup.7 are each independently a 3-10 valent organic group.
14. The surface-treating agent according to claim 13 wherein X.sup.1, X.sup.5 and X.sup.7 are each independently selected from the group consisting of: ##STR00020## wherein in each group, at least one of T is the following group attached to PFPE in the formulae (A1), (A2), (B1), (B2), (C1) and (C2): CH.sub.2O(CH.sub.2).sub.2, CH.sub.2O(CH.sub.2).sub.3, CF.sub.2O(CH.sub.2).sub.3, (CH.sub.2).sub.2, (CH.sub.2).sub.3, (CH.sub.2).sub.4, CONH(CH.sub.2).sub.3, CON(CH.sub.3)(CH.sub.2).sub.3, CON(Ph)-(CH.sub.2).sub.3 (wherein Ph is a phenyl group), and ##STR00021## at least one of the other T is (CH.sub.2).sub.n (wherein n is an integer of 2-6) attached to the carbon atom or the Si atom in the formulae (A1), (A2), (B1), (B2), (C1) and (C2) and the others are each independently a methyl group, a phenyl group, a alkoxy having 1-6 carbon atoms, or a radical scavenger group or an ultraviolet ray absorbing group, R.sup.41 is each independently a hydrogen atom, a phenyl group, an alkoxy group having 1 to 6 carbon atoms or an alkyl group having 1 to 6 carbon atoms, and R.sup.42 is each independently a hydrogen atom, a C.sub.1-6 alkyl group or a C.sub.1-6 alkoxy group.
15. The surface-treating agent according to claim 1 wherein the perfluoro(poly)ether group containing silane compound is at least one compound of any of the formulae (A1) and (A2).
16. The surface-treating agent according to claim 1 wherein the perfluoro(poly)ether group containing silane compound is at least one compound of any of the formulae (B1) and (B2).
17. The surface-treating agent a claim 1 wherein the perfluoro(poly)ether group containing silane compound is at least one compound of any of the formulae (C1) and (C2).
18. The surface-treating agent according to claim 1 further comprising one or more components selected form a fluorine-containing oil, a silicone oil and a catalyst.
19. The surface-treating agent according to claim 18 wherein the fluorine-containing oil is one or more compounds of the formula (3):
R.sup.21(OC.sub.4F.sub.8).sub.a(OC.sub.3F.sub.6).sub.b(OC.sub.2F.sub.4).sub.c(OCF.sub.2).sub.dR.sup.22(3) wherein: R.sup.21 is an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms; R.sup.22 is an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms, a fluorine atom or a hydrogen atom; and a, b, c and d are the repeating number of each of four repeating units of perfluoro(poly)ether which constitute a main backbone of the polymer, and are each independently an integer of 0 or more and 300 or less, the sum of a, b, c and d is 1 or more, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c and d is not limited in the formula.
20. The surface-treating agent according to claim 18 wherein the fluorine-containing oil is one or more compounds of the formula (3a) or (3b):
R.sup.21(OCF.sub.2CF.sub.2CF.sub.2).sub.bR.sup.22(3a)
R.sup.21(OCF.sub.2CF.sub.2CF.sub.2CF.sub.2).sub.a(OCF.sub.2CF.sub.2CF.sub.2).sub.b(OCF.sub.2CF.sub.2).sub.c(OCF.sub.2).sub.dR.sup.22(3b) wherein: R.sup.21 is an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms; R.sup.22 is an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms, a fluorine atom or a hydrogen atom; in the formula (3a), b is an integer of 1 or more and 100 or less; in the formula (3b), a and b are each independently an integer of 0 or more and 30 or less, and c and d are each independently an integer of 1 or more and 300 or less; and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula.
21. The surface-treating agent according to claim 20 wherein a mass ratio of the perfluoro(poly)ether group containing silane compound and the compound of the formula (3b) is 10:1-1:10.
22. The surface-treating agent according to claim 20 wherein a mass ratio of the perfluoro(poly)ether group containing silane compound and the compound of the formula (3b) is 4:1-1:4.
23. The surface-treating agent according to claim 1 wherein the compound of the formula (3a) has a number average molecular weight of 2,000-8,000.
24. The surface-treating agent according to claim 1 wherein the compound of the formula (3b) has a number average molecular weight of 8,000-30,000.
25. The surface-treating agent according to claim 1 wherein the compound of the formula (3b) has a number average molecular weight of 3,000-8,000.
26. The surface-treating agent according to claim 1 further comprising a solvent.
27. The surface-treating agent according to claim 1 which is used as an antifouling-coating agent or a water-proof coating agent.
28. The surface-treating agent according to claim 1 for vacuum deposition.
29. A pellet comprising the surface-treating agent according to claim 1.
30. An article comprising a base material and a layer which is formed on a surface of the base material from the surface-treating agent according to claim 1.
31. The article according to claim 30 wherein the base material is a glass or a sapphire glass.
32. The article according to claim 31 wherein the glass is a glass selected from the group consisting of a soda-lime glass, an alkali aluminosilicate glass, a borosilicate glass, a non-alkaline glass, a crystal glass, and a quartz glass.
33. The article according to claim 30 wherein the article is an optical member.
34. The article according to claim 30 wherein the article is a display.
Description
EXAMPLES
[0293] The surface-treating agent of the present invention will be described in detail through Examples, although the present invention is not limited to Examples. It is noted that in Examples, all chemical formulae described below mean an average composition.
[0294] The perfluoro(poly)ether group containing silane compounds listed in Table 1 were used. The proportion of the compound having a molecular weight of 3,000 or less was determined based on a GPC (Gel Permeation Chromatography) measurement. The measurement condition is described below.
(GPC Measurement)
[0295] The measurement was conducted by using the system in which the columns below [manufactured by SHOWA DENKO K.K.] were connected in series in this order. It is noted that the molecular weight was calibrated by using perfluoropolyether oil A, B, C.
[0296] Samples for Calibration
[0297] Perfluoropolyether oil A: Number average molecular weight 7250 Mw/Mn 1.08
[0298] Perfluoropolyether oil B: Number average molecular weight 4180 Mw/Mn 1.08
[0299] Perfluoropolyether oil C: Number average molecular weight 2725 Mw/Mn 1.08
[0300] Column
[0301] GPC KF-G (4.6 mmI.D.1 cm)
[0302] GPC KF806L (8.0 mmI.D.30 cm)
[0303] GPC KF806L (8.0 mmI.D.30 cm)
[0304] Apparatus
[0305] GPCmax (HPLC system) and, TDA-302 (detector) manufactured by Malvern Instruments
[0306] Eluate
[0307] ASAHIKLIN AK225 (HCFC-225)/1,1,1,3,3,3-hexafluoro-2-propanol [90/10 (w/w)]
[0308] Concentration of Sample
[0309] 20 mg/mL
TABLE-US-00001 TABLE 1 Proportion of compound Mn** Mw** having a Number Weight molecular average average weight of Chemical m** molecular molecular 3,000 or formula* (average) weight weight less (mol %) Compound 1 Chemical 35 5690 6030 0.5 formula A Compound 2 Chemical 32 5600 6710 1.9 formula B Compound 3 Chemical 48 8240 10300 0.1 formula A Compound 4 Chemical 22 3920 4160 9.6 formula A Compound 5 Chemical 21 3980 4450 13.8 formula B Compound 6 Chemical 12 2570 2640 81.7 formula A *Chemical formula A and B are as follows. Chemical formula A
[0310] The compound listed in the following table was dissolved in hydrofluoroether (Novec HFE7200 manufactured by Sumitomo 3M Ltd.)) such that the concentration was 20 wt % to prepare Surface-treating agent. Surface-treating agent prepared in the above was vacuum deposited on a chemical strengthening glass (Gorilla glass manufactured by Corning Incorporated; thickness: 0.7 mm). Processing condition of the vacuum deposition was a pressure of 3.010.sup.3 Pa. Firstly, silicon dioxide was deposited on the surface of this chemical strengthening glass in a manner of an electron-beam deposition. Subsequently, the surface-treating agent of 2 mg (that is, it contained of 0.4 mg of the perfluoro(poly)ether group containing silane compound) was vacuum-deposited per one plate of the chemical strengthening glass (55 mm100 mm). Then, the chemical strengthening glass having the deposited layer was stood under a temperature of 20 C. and a humidity of 65% for 24 hours.
TABLE-US-00002 TABLE 2 Compound used Amount of deposition Example 1 Compound 1 0.4 mg Example 2 Compound 2 0.4 mg Example 3 1:1 Mixture of Compound 3 0.2 mg per each and Compound 4 total 0.4 mg (Proportion of the compound having a molecular weight of 3000 or less is 4.5 mol %) Mn: 5620, Mw: 6860 Example 4 1:1 Mixture of Compound 1 compound 1: 0.37 and Compound 6 mg (Proportion of the compound Compound 6: 0.03 having a molecular weight mg of 3000 or less is 6.7 Total 0.4 mg mol %) Mn: 5580, Mw: 5900 Comparative Compound 4 0.4 mg example 1 Comparative Compound 5 0.4 mg example 2 Comparative Compound 6 0.4 mg example 3 Comparative 5:1 mixture of Compound 1 Compound 1: 0.33 example 4 and Compound 6 mg (Proportion of the compound Compound 6: 0.07 having a molecular weight mg of 3000 or less is 12.8 Total 0.4 mg mol %) Mn: 5380, Mw: 5790
Evaluation
[0311] Evaluation of Friction Durability
[0312] A static water contact angle of the surface-treating layers formed on the surface of the base material in the above Examples 1-4 and Comparative Examples 1-4 respectively was measured. The static water contact angle was measured for 1 L of water by using a contact angle measuring instrument (manufactured by KYOWA INTERFACE SCIENCE Co., Ltd.).
[0313] Firstly, as an initial evaluation, the static water contact angle of the surface-treating layer of which the surface had not still contacted with anything after formation thereof was measured (the number of rubbing is zero).
[0314] As an evaluation of the friction durability, a steel wool friction durability evaluation was performed. Specifically, the base material on which the surface-treating layer was formed was horizontally arranged, and then, a steel wool (grade No. #0000; dimension: 5 mm10 mm10 mm) was contacted with the exposed surface of the surface-treating layer and a load of 1000 gf was applied thereon. Then, the steel wool was shuttled at a rate of 140 mm/second while applying the load. The static water contact angle (degree) was measured per a predetermined shuttling number. The evaluation was stopped when the measured value of the contact angle became to be less than 100 degree. It is noted that for Example 2, the evaluation was stopped at 20,000 shuttles because of abrasion of the steel wool. The results are shown in the following Table.
TABLE-US-00003 TABLE 3 Proportion of the compound steel wool having a molecular weight durability (times) of 3000 or less (mol %) Example 1 15,000 0.5 Example 2 20,000 or more 1.9 Example 3 15,000 4.5 Example 4 12,500 6.7 Comparative 5,000 9.6 Example 1 Comparative 12,500 13.8 Example 2 Comparative 2,000 81.7 Example 3 Comparative 7,500 12.8 Example 4
[0315] As understood from Table 3, it was confirmed that the surface-treating agents that the proportion of the compound having a molecular weight of 3000 or less was within the scope of the present invention (Examples 1-4) could provide excellent friction durability. On the other hand, the surface-treating agents (Comparative Examples 1-4) that the proportion of the compound having a molecular weight of 3000 or less was is higher than 9.0 mol % had less friction durability in comparison with the surface-treating agent of the present invention. Although the present invention is not bound to any theory, a reason for this is presumed as follows: when the proportion of the compound having a molecular weight of 3000 or less is too high, this compound having low molecular weight firstly binds to the base material, and inhibits the binding of the compound having high molecular weight and high function to the base material.
INDUSTRIAL APPLICABILITY
[0316] The present invention is suitably applied for forming a surface-treating layer on a surface of various base materials, in particular, an optical member in which transparency is required.