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US 10,851,204 B2Granted
Modified fluorooxymethylene group-containing perfluoropolyether
AssigneeDaikin Industries, Ltd.
InventorsHisashi Mitsuhashi, Takashi Nomura, Masato Naitou, Kenichi Katsukawa
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Abstract
The present invention provides compound of formulae (A1), (A2), (B1), (B2), (C1) and (C2) which can form a layer having water-repellency, oil-repellency and antifouling property as well as high friction durability: wherein each symbols are as defined in the specification.
Claims42
A perfluoro(poly)ether group containing silane compound of any of the formulae (A1), (A2), (B1), (B2), (C1) and (C2):
- wherein:
- PFPE is each independently at each occurrence —(OC4F8)a—(OC3F6)b—(OC2F4)c—(OCF2)d—,
- wherein a and b are each independently an integer of 0 or more and 30 or less, c and d are each independently an integer of 1 or more and 200 or less, the sum of a, b, c and d is an integer of 3 or more,
- in the formulae (A1), (A2), (B1), (C1) and (C2), a c/d ratio is 0.2 or more and 0.85 or less, and in the formula (B2), a c/d ratio is 0.2 or more and 0.7 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;
- 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;
- R1 is each independently at each occurrence a hydrogen atom or an alkyl group having 1-22 carbon atoms;
- R2 is each independently at each occurrence a hydroxyl group or a hydrolyzable group;
- R11 is each independently at each occurrence a hydrogen atom or a halogen atom;
- R12 is each independently at each occurrence a hydrogen atom or a lower alkyl group;
- n is, in the formulae (A1), (A2), and (B1), independently per a unit (—SiR1nR23-n), an integer of 0-3, and in the formula (B2), n is 0;
- there is at least one R2 in the formulae (A1), (A2), (B1) and (B2);
- X1 is each independently a single bond or a 2-10 valent organic group;
- X2 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;
- α is each independently an integer of 1-9;
- α′ is each independently an integer of 1-9;
- X5 is each independently a single bond or a 2-10 valent organic group;
- β is each independently an integer of 1-9;
- β′ is each independently an integer of 1-9;
- X7 is each independently a single bond or a 2-10 valent organic group;
- γ is each independently an integer of 1-9;
- γ′ is each independently an integer of 1-9;
- Ra is each independently at each occurrence —Z—SiR71pR72qR73r;
- Z is each independently at each occurrence an oxygen atom or a divalent organic group;
- R71 is each independently at each occurrence Ra′;
- Ra′ has the same definition as that of Ra;
- in Ra, the number of Si atoms which are straightly linked via the Z group is up to five;
- R72 is each independently at each occurrence a hydroxyl group or a hydrolyzable group;
- R73 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 Ra, the sum of p, q and r is 3, and there is at least one R72 in the formula (C1) and (C2);
- Rb is each independently at each occurrence a hydroxyl group or a hydrolyzable group;
- Rc 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 γ.
38 more elements
A compound of any one of the formulae (B1-4), (B2-4), (C1-4) and (C2-4):
- (Rf-PFPE)β′—X5′—(R82—CH═CH2)β (B1-4)
- (CH2═CH—R82)β—X5′-PFPE-X5′—(R82—CH═CH2)β (B2-4)
- (Rf-PFPE)γ′—X7′—(R82—CH═CH2)γ (C1-4)
- (CH2═CH—R82)γ—X7′-PFPE-X7′—(R82—CH═CH2)γ (C2-4)
- wherein:
- PFPE is each independently at each occurrence —(OC4F8)a—(OC3F6)b—(OC2F4)c—(OCF2)d—,
- wherein a and b are each independently an integer of 0 or more and 30 or less, c and d are each independently an integer of 1 or more and 200 or less, the sum of a, b, c and d is an integer of 3 or more,
- in the formulae (B1-4), (C1-4) and (C2-4), the c/d ratio is 0.2 or more and 0.85 or less, and in the formula (B2-4), a c/d ratio is 0.2 or more and 0.7 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;
- 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;
- X5′ is each independently a single bond or a 2-10 valent organic group;
- β is each independently an integer of 1-9;
- β′ is each independently an integer of 1-9;
- X7′ is each independently a single bond or a 2-10 valent organic group;
- γ is each independently an integer of 1-9;
- γ′ is each independently an integer of 1-9;
- and
- R82 is a single bond or a divalent organic group.
15 more elements
A compound of any one of the formulae (C1-5) and (C2-5):
- (Rf-PFPE)γ′-X7′—(R82—CH2CH2—SiR83kRblRcm)γ (C1-5)
- (RcmRblR83kSi—CH2CH2—R82)γ—X7′-PFPE-**X7′—(R82—CH2CH2—SiR83kRblRcm)γ (C2-5)
- wherein:
- PFPE is each independently at each occurrence —(OC4F8)a—(OC3F6)b—(OC2F4)c—(OCF2)d—, wherein a and b are each independently an integer of 0 or more and 30 or less, c and d are each independently an integer of 1 or more and 200 or less, the sum of a, b, c and d is an integer of 3 or more, a c/d ratio is 0.2 or more and 0.85 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;
- 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;
- X7′ is each independently a single bond or a 2-10 valent organic group;
- γ is each independently an integer of 1-9;
- γ′ is each independently an integer of 1-9;
- R82 is a single bond or a divalent organic group;
- R83 is a halogen atom;
- Rb is each independently at each occurrence a hydroxyl group or a hydrolyzable group;
- Rc 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 γ.
14 more elements
A compound of any one of the formulae (C1-6) and (C2-6):
- (Rf-PFPE)γ′-X7′—(R82—CH2CH2—SiRblRcm(R84—CH═CH2)k)γ (C1-6)
- ((CH═CH2—R84)kRcmRblSi—CH2CH2—R82)γ—X7′-PFPE-**X7′—(R82—CH2CH2—SiRblRcm(R84—CH═CH2)k)γ (C2-6)
- wherein:
- PFPE is each independently at each occurrence —(OC4F8)a—(OC3F6)b—(OC2F4)c—(OCF2)d—, wherein a and b are each independently an integer of 0 or more and 30 or less, c and d are each independently an integer of 1 or more and 200 or less, the sum of a, b, c and d is an integer of 3 or more, a c/d ratio is 0.2 or more and 0.85 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;
- 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;
- X7′ is each independently a single bond or a 2-10 valent organic group;
- γ is each independently an integer of 1-9;
- γ′ is each independently an integer of 1-9;
- R82 is a single bond or a divalent organic group;
- R84 is a single bond or a divalent organic group;
- Rb is each independently at each occurrence a hydroxyl group or a hydrolyzable group;
- Rc 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 the unit in parentheses with the subscript γ.
14 more elements
Dependencies are inferred from the claim text.