Curable silicone-based compositions and applications thereof
The present technology provides a curable silicone-based composition comprising a hybrid silicone polymer, a catalyst, and a filler. The present technology provides a curable silicone composition comprising a polymer A comprising an organic molecule or a siloxane molecule comprising an alkoxy radical, a hydroxyl radical, an isocyanate radical, a primary amine, or a carboxylic radical; optionally a polymer B comprising an organic molecule, a siloxane molecule, or a hybrid-siloxane molecule; a catalyst; and a filler.
1 . A curable silicone composition, comprising:
(i) a polymer A of Formula 1;
(ii) a conductive filler in an amount of 5% to 80% by weight of the composition;
(iii) a catalyst, and optionally
(iv) a polymer B of Formula (2a) or (2a′);
wherein the curable silicone composition is a condensation cure system; and the cured form of the curable composition is an electrically conductive material,
(R) a (W) b (R) a″ Formula 1
wherein a and a″ are independently zero or greater with the proviso that a+a″>0 and b is 1, wherein R is represented by Formula (1a):
(CH 2 ) c (CH 2 O) d (CHOH) e (S) f (X) g Formula (1a)
S is independently selected from a hydroxyl radical, an isocyanate radical, a primary amine, or a carboxylic radical and X is independently selected from Formula (1b)
wherein R 1 , R 1 ′, and R 1 ″ are independently selected from an alkyl radical, an alkoxy radical, a hydroxyl radical, a hydrogen radical or from a hydrocarbon having C1-C20 carbon atoms, or fluorinated hydrocarbon having C1-C20 carbon atoms,
c, d, e, f, and g are each an integer of 0 or greater with the proviso that c+d+e+f+g>0,
W in Formula 1 is represented by Formula (1c)
(Y) n (Z) i Formula (1c)
wherein h and i are independently zero or greater with the proviso that h+i>0,
Y in formula (1c) is represented by Formula (1d):
(M 1 ) x″ (D 1 ) j (D 2 ) k (D*) l (T 1 ) m (Q 1 ) n (M 2 ) y″ Formula (1d)
where in j, k, 1, m, n, x″, and y″ are independently zero or greater with the proviso that (j+k+l+m+n+x″+y″)>0
wherein M 1 is represented by Formula (1e):
R 2 R 3 R 4 Sil 1/2 Formula (1e)
D 1 is represented by Formula (1f):
R 5 R 6 Sil 2/2 Formula (1f)
D 2 is represented by Formula (1g):
R 7 R 8 Sil 2/2 Formula (1g)
D* is represented by Formula (1h):
D 3 is represented by Formula (1i):
R 9 R 10 Sil 2/2 Formula (1i)
D 4 is represented by Formula (1j):
R 11 R 12 Sil 2/2 Formula (1j)
D 5 is represented by Formula (1k):
R 13 R 14 Sil 2/2 Formula (1k)
D 6 is represented by Formula (1l):
R 15 R 16 Sil 2/2 Formula (1l)
T 1 is represented by Formula (1m):
R 17 Sil 3/2 Formula (1m)
Q 1 is represented by Formula (1n):
Sil 4/2 Formula (1n)
M 2 is represented by Formula (1o):
R 18 R 19 R 20 Sil 1/2 Formula (1o)
R 2 -R 20 are independently selected from R, or a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having 1-20 carbon atoms or carboxylate radical or epoxy radical,
wherein o and p are independently zero or greater with the proviso that o+p>0,
I is O or CH 2 group subject to the limitation that the molecule contains an even number of O 1/2 and even number of (CH 2 ) 1/2 ,
Z in Formula (1c) is represented by Formula (1p):
[E] q [J] r Formula (1p)
wherein E is independently selected from urethane, urea, anhydride, amide, imide, hydrogen radical, or a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having 1-20 carbon atoms, q can be 0 or greater, and r>0,
J is independently selected from Formula (1q):
wherein M is independently selected from a carbon atom or a heteroatom,
G is a heteroatom selected from oxygen,
wherein t and s are independently zero or greater with the proviso that t+s>0,
L1 is independently selected from urethane, urea, anhydride, or amide,
the polymer B is selected from Formula (2a) or (2a′):
wherein M′ is independently selected from a carbon atom or a heteroatom,
G′ is a heteroatom selected from oxygen,
s′ is 0 or greater,
t′>0,
L 1 ′ is independently selected from an isocyanate, a primary amine, or from R′ represented by Formula (2b):
(M 3 ) y″ (D 7 ) c′ (D 8 ) d′ (D**) e′ (T 2 ) f′ (Q 2 ) g′ (M 4 ) z′ Formula (2b)
wherein M 3 is represented by Formula (2c):
R 25 R 26 R 27 Sil′1/2 Formula (2c)
D 7 is represented by Formula (2d)
R 28 R 29 Sil′ 2/2 Formula (2d)
D 8 is represented by Formula (2e):
R 30 R 31 Sil′ 2/2 Formula (2e)
D** is represented by Formula (2f):
D 9 is represented by Formula (2g):
R 32 R 33 Sil′ 2/2 Formula (2g)
D 10 is represented by Formula (2h):
R 34 R 35 Sil′ 2/2 Formula (2h)
D 11 is represented by Formula (2i):
R 36 R 37 Sil′ 2/2 Formula (2i)
D 12 is represented by Formula (2j):
R 38 R 39 Sil′ 2/2 Formula (2j)
T 2 is represented by Formula (2k):
R 40 Sil′3/2 Formula (2k)
Q 2 is represented by Formula (21):
Sil′ 4/2 Formula (21)
M 4 is represented by Formula (2m):
R 41 R 42 R 43 Sil′ 1/2 Formula (2m)
wherein R 25 -R 43 are independently selected from a hydrogen radical, a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having C 1 -C 20 carbon atoms, an alkoxy radical, or a hydroxyl radical,
I′is O or a CH 2 group subject to the limitation that the molecule contains an even number of O 1/2 and even number of (CH 2 ) 1/2
c′, d, e′, f, g′, y′″ and z′ are independently zero or greater with the proviso that
h′, i′>0 when e′>0;
L 1 ′ of Formula (2a) is represented by Formula (2n):
(R′) a′ (W′) b′ (R′) a″ Formula (2n)
wherein R′is represented by Formula (2b) above,
W′ is independently selected from a hydrocarbon radical of 1-20 carbon atom, a fluorinated hydrocarbon, or a perfluroether;
a′ and a″ are each 0 or greater with the proviso that a′+a″>0, and b′ is 0 or greater;
[E′] q′ [J′] r′ Formula (2a′)
wherein E′ is independently selected from R′, isocyanate, amine, hydrogen, a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having C1-C20 carbon atoms, or combinations thereof,
wherein q′ and r′ are independently zero or greater with the proviso that q′+r′>0,
J′ is independently selected from Formula (2b′):
wherein L 2′ , L 3′ , L 4′ are independently selected from a L 1′ , phthalimide radical, a fluorinated hydrocarbon, an aliphatic or aromatic hydrocarbon, a urea linkage, alkoxy, or a urethane linkage, u′, v′, w′, and x′ are each 0 or greater with the proviso that u′+v′+w′+x′>0, K is independently selected from carbon, silicon, a heteroatom, a hydrocarbon radical, or a carbonyl radical with the proviso that y′>0.
2 . The curable silicone composition of claim 1 , wherein polymer A comprises a silanol, a hybrid silanol, a silylated organic polymer or a hybrid siloxane.
3 . The curable silicone composition of claim 1 , wherein Formula (1a) is selected from a linear chain, a branched chain, or a cyclic structure.
4 . The curable silicone composition of claim 1 comprising polymer B, wherein the polymer B, as represented by Formula 2a or 2a′, is used as a cross-linker, or a chain extender.
5 . The curable silicone composition of claim 1 comprising polymer, wherein the polymer B, as represented by Formula 2a or 2a′, is selected from a linear polymer, a branched polymer, or a cyclic polymer.
6 . The curable silicone composition of claim 1 comprising polymer, wherein the polymer B, as represented by Formula 2a, is a cyclic polymer.
7 . The curable silicone composition of claim 6 , wherein the M′ is selected from heteroatoms.
8 . The curable silicone composition of claim 6 , wherein W′ of Formula 2n is selected from a hydrocarbon radical of 1-20 carbon atom, a fluorinated hydrocarbon, or a perfluroether.
9 . The curable silicone composition of claim 1 , wherein the polymer A is present in a range from about 5% to 60% based on the weight of the composition.
10 . The curable silicone composition of claim 1 , wherein the polymer B is present in a range from about 1% to 80% based on the weight of the composition.
11 . The curable silicone composition of claim 1 , wherein the filler is selected from a group consisting of alumina, magnesia, ceria, hafnia, silicon, lanthanum oxide, neodymium oxide, samaria, praseodymium oxide, thoria, urania, yttria, zinc oxide, zirconia, silicon aluminum oxynitride, borosilicate glasses, barium titanate, silicon carbide, silica, boron carbide, titanium carbide, zirconium carbide, boron nitride, silicon nitride, aluminum nitride, titanium nitride, zirconium nitride, zirconium boride, titanium diboride, aluminum dodecaboride, barytes, barium sulfate, asbestos, barite, diatomite, feldspar, gypsum, hormite, kaolin, mica, nepheline syenite, perlite, phyrophyllite, smectite, talc, vermiculite, zeolite, calcite, calcium carbonate, wollastonite, calcium metasilicate, clay, aluminum silicate, talc, magnesium aluminum silicate, hydrated alumina, hydrated aluminum oxide, silica, silicon dioxide, titanium dioxide, glass fibers, glass flake, graphite, graphene, metal coated graphite, metal coated graphene, aluminum powder, copper powder, bronze powder, brass powder, silver, zinc oxide, carbon nanotubes, boron nitride nanosheets, zinc oxide nanotubes, black phosphorous, silver coated aluminum, silver coated glass, silver plated aluminum, nickel plated silver, nickel plated aluminum, carbon black of different structures, monel mesh and wires, or combinations of two or more thereof.
12 . The curable silicone composition of claim 1 , further comprising a catalyst selected from tin, titanium, zirconium, lead, iron, cobalt, antimony, manganese, bismuth and zinc compounds.
13 . The curable silicone composition of claim 12 , wherein the catalyst is present in a range from about 0.0001 weight % to about 0.1 weight %.
14 . The curable silicone composition of claim 1 , further comprising an adhesion promoter, selected from a group consisting of trialkoxy epoxy silane, a trialkoxy primary amino silane, a combination of a primary and a secondary amine containing trialkoxy silane, a tris-(trialkoxy) isocyanurate based silane, an alkylthiocarboxylated trialkoxy silane, and a combination of two or more thereof.
15 . The curable silicone composition of claim 1 , further comprising a diluent selected from a group consisting of glycidyl ether, a liquid hydrocarbon, a silicone fluid, and combinations thereof.
16 . The curable silicone composition of claim 1 , further comprising a rheology modifier, selected from a group consisting of alkanes, silanes, silicones, acrylic copolymers, glycols, polyols, ethers, esters, polyesters, alcohols, amides, polyamides, amines, polyamines, imines, polyimines, urethanes, polyurethanes, ketones, polyketones, saccharides, polysaccharides, cellulose, fluorocompounds, thermoplastic or thermosetting resins, polyvinyls, synthetic or natural oils, naturally occurring additives, guar, xanthanes, alginates, lactates, lactides, anhydrides, gums, silicates, borates, oxides, sulfides, sulfates and combinations thereof.
17 . A cured material of the curable composition of claim 1 .
18 . The cured material of claim 17 , wherein the cured material has an electromagnetic interference (EMI) shielding efficiency between 50 to 170 dB.
19 . An article comprising the cured material of claim 17 , wherein the article is selected from a coating, an adhesive, a sealant, an electrode, an ink, a thermally conductive material, an electrically conductive material, a sensor, an actuator, a heating pad, an antibacterial packaging material, a conductive plastic, or an EMI shielding material.
20 . A method of making a silicone composition comprising:
(i) mixing Polymer A, a conductive filler, a catalyst, and Polymer B together to form a mixture, where the catalyst is added with respect to total weight of the polymer A and polymer B, and filler;
(ii) homogenizing the mixture of (i) to form a homogenized mixture; and
(iii) curing the homogenized mixture by condensation curing,
wherein polymer A is a silicone polymer of Formula (1) and polymer B is a silicone polymer of Formula (2a) or (2a′):
(R) a (W) b (R) a″ Formula 1;
wherein a and a″ are independently zero or greater with the proviso that a+a″>0 and b is 1,
wherein R is represented by Formula (1a):
(CH 2 ) c (CH 2 O) d (CHOH) e (S) f (X) g Formula (1a)
S is independently selected from a hydroxyl radical, an isocyanate radical, a primary amine, or a carboxylic radical and X is independently selected from Formula (1b)
wherein R 1 , R 1 ′, and R 1 ″ are independently selected from an alkyl radical, an alkoxy radical, a hydroxyl radical, a hydrogen radical or from a hydrocarbon having C1-C20 carbon atoms, or fluorinated hydrocarbon having C1-C20 carbon atoms,
c, d, e, f, and g are each an integer of 0 or greater with the proviso that c+d+e+f+g>0, W in Formula 1 is represented by Formula (1c)
(Y) n (Z) i Formula (1c)
wherein h and i are independently zero or greater with the proviso that h+i>0, Y in formula (1c) is represented by Formula (1d):
(M 1 ) x″ (D 1 ) j (D 2 ) k (D*) l (T 1 ) m (Q 1 ) n (M 2 ) y″ Formula (1d)
where in j, k, l, m, n, x″, and y″ are independently zero or greater with the proviso that (j+k+l+m+n+x″+y″)>0,
wherein M 1 is represented by Formula (1e):
R 2 R 3 R 4 Sil 1/2 Formula (1e)
D 1 is represented by Formula (1f):
R 5 R 6 Sil 2/2 Formula (1f)
D 2 is represented by Formula (1g):
R 7 R 8 Sil 2/2 Formula (1g)
D* is represented by Formula (1h):
D 3 is represented by Formula (1i):
R 9 R 10 Sil 2/2 Formula (1i)
D 4 is represented by Formula (1j):
R 11 R 12 Sil 2/2 Formula (1j)
D 5 is represented by Formula (1k):
R 13 R 14 Sil 2/2 Formula (1k)
D 6 is represented by Formula (1l):
R 15 R 16 Sil 2/2 Formula (1l)
T 1 is represented by Formula (1m):
R 17 Sil 3/2 Formula (1m)
Q 1 is represented by Formula (1n):
Sil 4/2 Formula (1n)
M 2 is represented by Formula (1o):
R 18 R 19 R 20 Sil 1/2 Formula (1o)
R 2 -R 20 are independently selected from R, or a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having 1-20 carbon atoms or carboxylate radical or epoxy radical,
wherein o and p are independently zero or greater with the proviso that o+p>0,
I is O or CH 2 group subject to the limitation that the molecule contains an even number of O 1/2 and even number of (CH 2 ) 1/2 ,
Z in Formula (1c) is represented by Formula (1p):
[E] q [J] r Formula (1p)
wherein E is independently selected from urethane, urea, anhydride, amide, imide, hydrogen radical, or a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having 1-20 carbon atoms, q can be 0 or greater, and r>0, J is independently selected from Formula (1q) or (1q′):
wherein M is independently selected from a carbon atom or a heteroatom,
G is a heteroatom selected from oxygen,
wherein t and s are independently zero or greater with the proviso that t+s>0,
L1 is independently selected from urethane, urea, anhydride, or amide,
L2, L3, and L4 are independently selected from alkoxy, phthalimide, fluorinated hydrocarbon, hydrocarbon, aromatic hydrocarbon, u, v, w, and x are each 0 or greater,
K is independently selected from carbon, silicon, heteroatom, hydrocarbon, or carbonyl radical with the proviso that y>0;
the polymer B is selected from Formula (2a) or (2a′):
wherein M′ is independently selected from a carbon atom or a heteroatom,
G′ is a heteroatom selected from oxygen,
s′ is 0 or greater,
t′>0,
L 1 ′ is independently selected from an isocyanate, a primary amine, or from R′ represented by Formula (2b):
(M 3 ) y″ (D 7 ) c′ (D 8 ) d′ (D**) e′ (T 2 ) f′ (Q 2 ) g′ (M 4 ) z′ Formula (2b)
wherein M 3 is represented by Formula (2c):
R 25 R 26 R 27 Sil′1/2 Formula (2c)
D 7 is represented by Formula (2d)
R 28 R 29 Sil′ 2/2 Formula (2d)
D 8 is represented by Formula (2e):
R 30 R 31 Sil′ 2/2 Formula (2e)
D** is represented by Formula (2f):
D 9 is represented by Formula (2g):
R 32 R 33 Sil′ 2/2 Formula (2g)
D 10 is represented by Formula (2h):
R 34 R 35 Sil′ 2/2 Formula (2h)
D 11 is represented by Formula (2i):
R 36 R 37 Sil′ 2/2 Formula (2i)
D 12 is represented by Formula (2j):
R 38 R 39 Sil′ 2/2 Formula (2j)
T 2 is represented by Formula (2k):
R 40 Sil′ 3/2 Formula (2k)
Q 2 is represented by Formula (21):
Sil′ 4/2 Formula (21)
M 4 is represented by Formula (2m):
R 41 R 42 R 43 Sil′ 1/2 Formula (2m)
wherein R 25 -R 43 are independently selected from a hydrogen radical, a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having C 1 -C 20 carbon atoms, an alkoxy radical, or a hydroxyl radical,
I′is O or a CH 2 group subject to the limitation that the molecule contains an even number of O 1/2 and even number of (CH 2 ) 1/2
c′, d, e′, f, g′, y″ and z′ are independently zero or greater with the proviso that
h′, i′>0 when e′>0;
L 1 ′ of Formula (2a) is represented by Formula (2n):
(R′) a′ (W′) b′ (R′) a″ Formula (2n)
wherein R′is represented by Formula (2b) above,
W′ is independently selected from a hydrocarbon radical of 1-20 carbon atom, a fluorinated hydrocarbon, or a perfluroether;
a′ and a″ are each 0 or greater with the proviso that a′+a′″>0, and b′ is 0 or greater;
[E′] q′ [J′] r′ Formula (2a′)
wherein E′ is independently selected from R′, isocyanate, amine, hydrogen, a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having C1-C20 carbon atoms, or combinations thereof,
wherein q′ and r′ are independently zero or greater with the proviso that q′+r′>0,
J′ is independently selected from Formula (2b′):
wherein L 2′ , L 3′ , L 4′ are independently selected from a L 1′ , phthalimide radical, a fluorinated hydrocarbon, an aliphatic or aromatic hydrocarbon, a urea linkage, alkoxy, or a urethane linkage,
u′, v′, w′, and x′ are each 0 or greater with the proviso that u′+v′+w′+x′>0,
K is independently selected from carbon, silicon, a heteroatom, a hydrocarbon radical, or a carbonyl radical with the proviso that y′>0.
21 . A curable silicone composition, comprising:
(i) a polymer A of Formula 1;
(ii) a conductive filler in an amount of 5% to 80% by weight of the composition;
(iii) a catalyst, and
(iv) a polymer B of Formula (2a) or (2a′);
wherein the curable silicone composition is a condensation cure system; and the cured form of the curable composition is an electrically conductive material,
(R) a (W) b (R) a″ Formula 1
wherein a and a″ are independently zero or greater with the proviso that a+a″>0 and b is 1, wherein R is represented by Formula (1a):
(CH 2 ) c (CH 2 O) d (CHOH) e (S) f (X) g Formula (1a)
S is independently selected from a hydroxyl radical, an isocyanate radical, a primary amine, or a carboxylic radical and X is independently selected from Formula (1b)
wherein R 1 , R 1 ′, and R 1 ″ are independently selected from an alkyl radical, an alkoxy radical, a hydroxyl radical, a hydrogen radical or from a hydrocarbon having C1-C20 carbon atoms, or fluorinated hydrocarbon having C1-C20 carbon atoms,
c, d, e, f, and g are each an integer of 0 or greater with the proviso that c+d+e+f+g>0,
W in Formula 1 is represented by Formula (1c)
(Y) n (Z) i Formula (1c)
wherein h and i are independently zero or greater with the proviso that h+i>0,
Y in formula (1c) is represented by Formula (1d):
(M 1 ) x″ (D 1 ) j (D 2 ) k (D*) l (T 1 ) m (Q 1 ) n (M 2 ) y″ Formula (1d)
where in j, k, 1, m, n, x″, and y″ are independently zero or greater with the proviso that (j+k+l+m+n+x″+y″)>0,
wherein M 1 is represented by Formula (1e):
R 2 R 3 R 4 Sil 1/2 Formula (1e)
D 1 is represented by Formula (1f):
R 5 R 6 Sil 2/2 Formula (1f)
D 2 is represented by Formula (1g):
R 7 R 8 Sil 2/2 Formula (1g)
D* is represented by Formula (1h):
D 3 is represented by Formula (1i):
R 9 R 10 Sil 2/2 Formula (1i)
D 4 is represented by Formula (1j):
R 11 R 12 Sil 2/2 Formula (1j)
D 5 is represented by Formula (1k):
R 13 R 14 Sil 2/2 Formula (1k)
D 6 is represented by Formula (1l):
R 15 R 16 Sil 2/2 Formula (1l)
T 1 is represented by Formula (1m):
R 17 Sil 3/2 Formula (1m)
Q 1 is represented by Formula (1n):
Sil 4/2 Formula (1n)
M 2 is represented by Formula (1o):
R 18 R 19 R 20 Sil 1/2 Formula (1o)
R 2 -R 20 are independently selected from R, or a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having 1-20 carbon atoms or carboxylate radical or epoxy radical,
wherein o and p are independently zero or greater with the proviso that o+p>0,
I is O or CH 2 group subject to the limitation that the molecule contains an even number of O 1/2 and even number of (CH 2 ) 1/2 ,
Z in Formula (1c) is represented by Formula (1p):
[E] q [J] r Formula (1p)
wherein E is independently selected from urethane, urea, anhydride, amide, imide, hydrogen radical, or a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having 1-20 carbon atoms, q can be 0 or greater, and r>0,
J is independently selected from Formula (1q) or (1q′):
wherein M is independently selected from a carbon atom or a heteroatom,
G is a heteroatom selected from oxygen,
wherein t and s are independently zero or greater with the proviso that t+s>0,
L1 is independently selected from urethane, urea, anhydride, or amide,
L2, L3, and L4 are independently selected from alkoxy, phthalimide, fluorinated hydrocarbon, hydrocarbon, aromatic hydrocarbon, u, v, w, and x are each 0 or greater,
K is independently selected from carbon, silicon, heteroatom, hydrocarbon, or carbonyl radical with the proviso that y>0;
the polymer B is selected from Formula (2a) or (2a′):
wherein M′ is independently selected from a carbon atom or a heteroatom,
G′ is a heteroatom selected from oxygen,
s′ is 0 or greater,
t′>0,
L 1 ′ is independently selected from an isocyanate, a primary amine, or from R′ represented by Formula (2b):
(M 3 ) y″ (D 7 ) c′ (D 8 ) d′ (D**) e′ (T 2 ) f′ (Q 2 ) g′ (M 4 ) z′ Formula (2b)
wherein M 3 is represented by Formula (2c):
R 25 R 26 R 27 Sil′1/2 Formula (2c)
D 7 is represented by Formula (2d)
R 28 R 29 Sil′ 2/2 Formula (2d)
D 8 is represented by Formula (2e):
R 30 R 31 Sil′ 2/2 Formula (2e)
D** is represented by Formula (2f):
D 9 is represented by Formula (2g):
R 32 R 33 Sil′ 2/2 Formula (2g)
D 10 is represented by Formula (2h):
R 34 R 35 Sil′ 2/2 Formula (2h)
D 11 is represented by Formula (2i):
R 36 R 37 Sil′ 2/2 Formula (2i)
D 12 is represented by Formula (2j):
R 38 R 39 Sil′ 2/2 Formula (2j)
T 2 is represented by Formula (2k):
R 40 Sil′ 3/2 Formula (2k)
Q 2 is represented by Formula (21):
Sil′ 4/2 Formula (21)
M 4 is represented by Formula (2m):
R 41 R 42 R 43 Sil′ 1/2 Formula (2m)
wherein R 25 -R 43 are independently selected from a hydrogen radical, a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having C 1 -C 20 carbon atoms, an alkoxy radical, or a hydroxyl radical,
I′is O or a CH 2 group subject to the limitation that the molecule contains an even number of O 1/2 and even number of (CH 2 ) 1/2
c′, d, e′, f, g′, y′″ and z′ are independently zero or greater with the proviso that (c′+d+e′+f+g′+y′″+z′)>0,
h′, i′>0 when e′>0;
L 1 ′ of Formula (2a) is represented by Formula (2n):
( R ′) a′ ( W ′) b′ ( R ′) a″ Formula (2n)
wherein R′is represented by Formula (2b) above,
W′ is independently selected from a hydrocarbon radical of 1-20 carbon atom, a fluorinated hydrocarbon, or a perfluroether;
a′ and a′″ are each 0 or greater with the proviso that a′+a′″>0, and b′is 0 or greater;
[E′] q′ [J′] r′ Formula (2a′)
wherein E′ is independently selected from R′, isocyanate, amine, hydrogen, a monovalent cyclic or acyclic, aliphatic or aromatic, hydrocarbon, or a fluorinated hydrocarbon having C1-C20 carbon atoms, or combinations thereof,
wherein q′ and r′ are independently zero or greater with the proviso that q′+r′>0,
J′ is independently selected from Formula (2b′):
wherein L 2′ , L 3′ , L 4′ are independently selected from a L 1′ , phthalimide radical, a fluorinated hydrocarbon, an aliphatic or aromatic hydrocarbon, a urea linkage, alkoxy, or a urethane linkage,
u′, v′, w′, and x′ are each 0 or greater with the proviso that u′+v′+w′+x′>0,
K is independently selected from carbon, silicon, a heteroatom, a hydrocarbon radical, or a carbonyl radical with the proviso that y′>0.
22 . A curable silicone composition, comprising:
(i) a polymer A of Formula 1;
(ii) a conductive filler in an amount of 5% to 80% by weight of the composition;
(iii) a catalyst, and
(iv) a polymer B of Formula (2a) or (2a′) in a range from about 1% to 80% based on the weight of the composition;
wherein the curable silicone composition is a condensation cure system; and the cured form of the curable composition is an electrically conductive material,
(R) a (W) b (R) a″ Formula 1
wherein a and a″ are independently zero or greater with the proviso that a+a″>0 and b is 1, wherein R is represented by Formula (1a):
(CH 2 ) c (CH 2 O) d (CHOH) e (S) f (X) g Formula (1a)
S is independently selected from a hydroxyl radical, an isocyanate radical, a primary amine, or a carboxylic radical and X is independently selected from Formula (1b)
wherein R 1 , R 1 ′, and R 1 ″ are independently selected from an alkyl radical, an alkoxy radical, a hydroxyl radical, a hydrogen radical or from a hydrocarbon having C1-C20 carbon atoms, or fluorinated hydrocarbon having C1-C20 carbon atoms,
c, d, e, f, and g are each an integer of 0 or greater with the proviso that c+d+e+f+g>0,
W in Formula 1 is represented by Formula (1c)
(Y) n (Z) i Formula (1c)
wherein h and i are independently zero or greater with the proviso that h+i>0,
Y in formula (1c) is represented by Formula (1d):
(M 1 ) x″ (D 1 ) j (D 2 ) k (D*) l (T 1 ) m (Q 1 ) n (M 2 ) y″ Formula (1d)
where in j, k, 1, m, n, x″, and y″ are independently zero or greater with the proviso that (j+k+l+m+n+x″+y″)>0.