Single component inorganic/organic network materials and precursors thereof
AssigneeE. I. Du Pont de Nemours and Company
InventorsMichael J. Michalczyk, Kenneth G. Sharp
Life of this patent
Estimating the term…
Abstract
Single component inorganic/organic network materials incorporating the physical properties of glasses with the flexibility of organic materials of empirical formula X(SiO.sub.1.5).sub.n wherein X is one or more flexible organic linkages and n is greater than or equal to 2, as well as precursors thereof, are disclosed.
Claims5
An inorganic/organic composition of the idealized empirical formula (II):
- X(SiO.sub.1.5).sub.n (II)
- wherein
- n is an integer greater than or equal to 2;
- and
- X is at least one flexible organic link selected from the group consisting of:
- (a) R.sup.1.sub.m SiY.sub.4-m ;
- (b) ring structures ##STR29## (c) R.sup.1.sub.m Si(OSi(CH.sub.3).sub.2 Y).sub.4-m ;
- (d) R.sup.1.sub.m Si(OY).sub.4-m ;
- (e) CH.sub.3 SiY.sub.2 --O--SiY.sub.2 CH.sub.3 ;
- (f) Y(CH.sub.3).sub.2 Si--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y;
- (g) O[--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y].sub.2 ;
- (h) O[Si(CH.sub.3).sub.2 Y].sub.2 ;
- (i) Y(CH.sub.3).sub.2 SiCH.sub.2 --CH.sub.2 Si(CH.sub.3).sub.2 Y;
- (j) Y.sub.3 SiOSiY.sub.3 ;
- (k) Y.sub.3 Si(CH.sub.2).sub.b SiY.sub.3 ;
- (l) Y.sub.3 SiC.sub.6 H.sub.4 SiY.sub.3 ;
- (m) substituted benzene selected from the group consisting of:
- (i) C.sub.6 H.sub.3 (SiZ.sub.3-a Y.sub.a).sub.3 ;
- (ii) C.sub.6 H.sub.2 (SiZ.sub.3-a Y.sub.a).sub.4 ;
- (iii) C.sub.6 H(SiZ.sub.3-a Y.sub.a).sub.5 ;
- and
- (iv) C.sub.6 (SiZ.sub.3-a Y.sub.a).sub.6 ;
- and
- (n) substituted cyclohexane selected from the group consisting of:
- (i) 1,2-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,3-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,4-C.sub.6 H.sub.10 (Y).sub.2 ;
- (ii) 1,2,4-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,2,3-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,3,5-C.sub.6 H.sub.9 (Y).sub.3 ;
- (iii) 1,2,3,4-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,4,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,3,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- (iv) 1,2,3,4,5-C.sub.6 H.sub.7 (Y).sub.5 ;
- and
- (v) C.sub.6 H.sub.6 (Y).sub.6 ;
- wherein:
- Z is an alkyl group of 1 to 4 carbon atoms, 3,3,3-trifluoropropyl, aralkyl, or aryl;
- Y is (CR.sup.2 R.sup.3).sub.k CR.sup.4 R.sup.5 CR.sup.6 R.sup.7 (CR.sup.8 R.sup.9).sub.h --;
- R.sup.1 is alkyl of 1 to about 8 carbon atoms or aryl;
- R.sup.2 to R.sup.9 are each independently hydrogen, alkyl of 1 to about 8 carbon atoms or aryl, provided that at least one of R.sup.4 to R.sup.7 is hydrogen;
- m is 0, 1 or 2;
- k and h are each independently an integer from 0 to 10, provided that at least one of k or h is zero;
- a is 1, 2 or 3;
- p is an even integer from 4 to 10;
- and
- b is an integer from 1 to 10.
A process for the preparation of the composition of formula (II)
- X(SiO.sub.1.5).sub.n (II)
- wherein
- n is an integer greater than or equal to 2;
- and
- X is at least one flexible organic link selected from the group consisting of:
- (a) R.sup.1.sub.m SiY.sub.4-m ;
- (b) ring structures ##STR30## (c) R.sup.1.sub.m Si(OSi(CH.sub.3).sub.2 Y).sub.4-m ;
- (d) R.sup.1.sub.m Si(OY).sub.4-m ;
- (e) CH.sub.3 SiY.sub.2 --O--SiY.sub.2 CH.sub.3 ;
- (f) Y(CH.sub.3).sub.2 Si--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y;
- (g) O[--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y].sub.2 ;
- (h) O[Si(CH.sub.3).sub.2 Y].sub.2 ;
- (i) Y(CH.sub.3).sub.2 SiCH.sub.2 --CH.sub.2 Si(CH.sub.3).sub.2 Y;
- (j) Y(CF.sub.2).sub.p Y, provided that when p is 6, Y is other than ethylene;
- (k) Y.sub.3 SiOSiY.sub.3 ;
- (l) Y.sub.3 Si(CH.sub.2).sub.b SiY.sub.3 ;
- (m) Y.sub.3 SiC.sub.6 H.sub.4 SiY.sub.3 ;
- (n) substituted benzene selected from the group consisting of:
- (i) C.sub.6 H.sub.3 (SiZ.sub.3-a Y.sub.a).sub.3 ;
- (ii) C.sub.6 H.sub.2 (SiZ.sub.3-a Y.sub.a).sub.4 ;
- (iii) C.sub.6 H(SiZ.sub.3-a Y.sub.a).sub.5 ;
- and
- (iv) C.sub.6 (SiZ.sub.3-a Y.sub.a).sub.6 ;
- and
- (o) substituted cyclohexane selected from the group consisting of:
- (i) 1,2-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,3-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,4-C.sub.6 H.sub.10 (Y).sub.2 ;
- (ii) 1,2,4-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,2,3-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,3,5-C.sub.6 H.sub.9 (Y).sub.3 ;
- (iii) 1,2,3,4-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,4,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,3,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- (iv) 1,2,3,4,5-C.sub.6 H.sub.7 (Y).sub.5 ;
- and
- (v) C.sub.6 H.sub.6 (Y).sub.6 ;
- wherein:
- Z is an alkyl group of 1 to 4 carbon atoms, 3,3,3-trifluoropropyl, aralkyl, or aryl;
- Y is (CR.sup.2 R.sup.3).sub.k CR.sup.4 R.sup.5 CR.sup.6 R.sup.7 (CR.sup.8 R.sup.9).sub.h --;
- R.sup.1 is alkyl of 1 to about 8 carbon atoms or aryl;
- R.sup.2 to R.sup.9 are each independently hydrogen, alkyl of 1 to about 8 carbon atoms or aryl, provided that at least one of R.sup.4 to R.sup.7 is hydrogen;
- m is 0, 1 or 2;
- k and h are each independently an integer from 0 to 10, provided that at least one of k or h is zero;
- a is 1, 2 or 3;
- p is an even integer from 4 to 10;
- and
- b is an integer from 1 to 10 comprising:
- (A) mixing at least one compound of formula (III):
- X(SiQ.sub.3).sub.n (III)
- wherein:
- Q is alkoxy of 1 to about 8 carbon atoms, acyloxy of 1 to about 8 carbon atoms;
- n is an integer greater than or equal to 2;
- and
- X is at least one flexible organic link selected from the group consisting of:
- (a) R.sup.1.sub.m SiY.sub.4-m ;
- (b) ring structures ##STR31## (c) R.sup.1.sub.m Si(OSi(CH.sub.3).sub.2 Y).sub.4-m ;
- (d) R.sup.1.sub.m Si(OY).sub.4-m ;
- (e) CH.sub.3 SiY.sub.2 --O--SiY.sub.2 CH.sub.3 ;
- (f) Y(CH.sub.3).sub.2 Si--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y;
- (g) O[--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y].sub.2 ;
- (h) O[Si(CH.sub.3).sub.2 Y].sub.2 ;
- (i) Y(CH.sub.3).sub.2 SiCH.sub.2 --CH.sub.2 Si(CH.sub.3).sub.2 Y;
- (j) Y(CF.sub.2).sub.p Y, provided that when p is 6, Y is other than ethylene;
- (k) Y.sub.3 SiOSiY.sub.3 ;
- (l) Y.sub.3 Si(CH.sub.2).sub.b SiY.sub.3 ;
- (m) Y.sub.3 SiC.sub.6 H.sub.4 SiY.sub.3 ;
- (n) substituted benzene selected from the group consisting of:
- (i) C.sub.6 H.sub.3 (SiZ.sub.3-a Y.sub.a).sub.3 ;
- (ii) C.sub.6 H.sub.2 (SiZ.sub.3-a Y.sub.a).sub.4 ;
- (iii) C.sub.6 H (SiZ.sub.3-a Y.sub.a).sub.5 ;
- and
- (iv) C.sub.6 (SiZ.sub.3-a Y.sub.a).sub.6 ;
- and
- (o) substituted cyclohexane selected from the group consisting of:
- (i) 1,2-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,3-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,4-C.sub.6 H.sub.10 (Y).sub.2
- (ii) 1,2,4-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,2,3-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,3,5-C.sub.6 H.sub.9 (Y).sub.3 ;
- (iii) 1,2,3,4-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,4,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,3,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- (iv) 1,2,3,4,5-C.sub.6 H.sub.7 (Y).sub.5 ;
- and
- (v) C.sub.6 H.sub.6 (Y).sub.6 ;
- wherein:
- Z is an alkyl group of 1 to 4 carbon atoms, 3,3,3-trifluoropropyl, aralkyl, or aryl;
- Y is (CR.sup.2 R.sup.3).sub.k CR.sup.4 R.sup.5 CR.sup.6 R.sup.7 (CR.sup.8 R.sup.9).sub.h --;
- R.sup.1 is alkyl of 1 to about 8 carbon atoms or aryl;
- R.sup.2 to R.sup.9 are each independently hydrogen, alkyl of 1 to about 8 carbon atoms or aryl, provided that at least one of R.sup.4 to R.sup.7 is hydrogen;
- m is 0, 1 or 2;
- k and h are each independently an integer from 0 to 10, provided that at least one of k or h is zero;
- a is 1, 2 or 3;
- p is an even integer from 4 to 10;
- and
- b is an integer from 1 to 10,
- in the presence of water a solvent and a catalyst, or in the presence of at least one carboxylic acid having a maximum pKa value about 4.0 and containing from 0 to 20 mole % water and an optional solvent;
- (B) maintaining the mixture resulting from step (A) at a temperature within the range of about 0.degree.-100.degree. C.;
- and
- (C) isolating the resulting inorganic/organic composition of formula (II).
A method for modifying a sol-gel glass to generate a sol-gel glass that can tolerate increased drying rates and shows lower brittleness comprising:
- (A) combining a star gel precursor of formula (III):
- X(SiQ.sub.3).sub.n (III)
- wherein:
- Q is alkoxy of 1 to about 8 carbon atoms, acyloxy of 1 to about 8 carbon atoms, of halogen;
- n is an integer greater than or equal to 2;
- and
- X is at least one flexible organic link selected from the group consisting
- (a) R.sup.1.sub.m SiY.sub.4-m ;
- (b) ring structures ##STR32## (c) R.sup.1.sub.m Si(OSi(CH.sub.3).sub.2).sub.4-m, (d) R.sup.1.sub.m Si(OY).sub.4-m ;
- (e) CH.sub.3 SiY.sub.2 --O--SiY.sub.2 CH.sub.3 ;
- (f) Y(CH.sub.3).sub.2 Si--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y;
- (g) O[--C.sub.6 H.sub.4 --Si(CH.sub.5).sub.2 Y].sub.2 ;
- (h) O[Si(CH.sub.3).sub.2 Y].sub.2 ;
- (i) Y(CH.sub.3).sub.2 SiCH.sub.2 --CH.sub.2 Si(CH.sub.3).sub.2 Y;
- (j) Y(CF.sub.2).sub.p Y;
- (k) Y.sub.3 SiOSiY.sub.3 ;
- (l) Y.sub.3 Si(CH.sub.2).sub.b SiY.sub.3 ;
- (m) Y.sub.3 SiC.sub.6 H.sub.4 SiY.sub.3 ;
- (n) substituted benzene selected from the group consisting of:
- (i) C.sub.6 H.sub.3 (SiZ.sub.3-a Y.sub.a).sub.3 ;
- (ii) C.sub.6 H.sub.2 (SiZ.sub.3-a Y.sub.a).sub.4 ;
- (iii) C.sub.6 H(SiZ.sub.3-a Y.sub.a).sub.5 ;
- and
- (iv) C.sub.6 (SiZ.sub.3-a Y.sub.a).sub.6 ;
- and
- (o) substituted cyclohexane selected from the group consisting of:
- (i) 1,2-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,3-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,4-C.sub.6 H.sub.10 (Y).sub.2
- (ii) 1,2,4-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,1,3-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,3,5-C.sub.6 H.sub.9 (Y).sub.3 ;
- (iii).sub.1,2,3,4 -C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,4,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,3,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- (iv).sub.1,2,3,4,5 -C.sub.6 H.sub.7 (Y).sub.5 ;
- and
- (v) C.sub.6 H.sub.6 (Y).sub.6 ;
- wherein:
- Z is an alkyl group of 1 to 4 carbon atoms, 3,3,3-trifluoropropyl, aralkyl, or aryl;
- Y is (CR.sup.2 R.sup.3).sub.k CR.sup.4 R.sup.5 CR.sup.6 R.sup.7 (CR.sup.8 R.sup.9).sub.h --;
- R.sup.1 is alkyl of 1 to about 8 carbon atoms or aryl;
- R.sup.2 to R.sup.9 are each independently hydrogen, alkyl of 1 to about 8 carbon atoms or aryl, provided that at least one of R.sup.4 to R.sup.7 is hydrogen;
- m is 0, I or 2;
- k and h are each independently an integer from 0 to 10, provided that least one of k or h is zero;
- a is 1, 2 or 3;
- p is an even integer from 4 to 10;
- and
- b is an integer from i to 10;
- with an inorganic alkoxide sol-gel precursor;
- (B) mixing in water with a solvent and a catalyst, or mixing a carboxylic acid having a maximum pk.sub.a value of about 4 optionally in the presence of a solvent;
- and
- (C) drying.
A method for coating a substrate comprising reacting the star gel precursor of formula (III):
- X(SiQ.sub.3).sub.n (III)
- wherein:
- Q is alkoxy of 1 to about 8 carbon atoms, acyloxy of 1 to about 8 carbon atoms, or halogen;
- n is an integer greater than or equal to 2;
- and
- X is at least one flexible organic link selected from the group consisting of:
- (a) R.sup.1.sub.m Si(Y).sub.4-m ;
- (b) ring structures ##STR33## (c) R.sup.1.sub.m Si(OSi(CH.sub.3).sub.2 Y).sub.4-m, (d) R.sup.1.sub.m Si(OY).sub.4-m,
- (e) CH.sub.3 SiY.sub.2 --O--SiY.sub.2 CH.sub.3 ;
- (f) Y(CH.sub.3).sub.2 Si--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y;
- (g) O[--C.sub.5 H.sub.4 --Si(CH.sub.3).sub.2 Y].sub.2 ;
- (h) O[Si(CH.sub.3).sub.2 Y].sub.2 ;
- (i) Y(CH.sub.3).sub.2 SiCH.sub.2 --CH.sub.2 Si(CH.sub.3).sub.2 Y;
- (j) Y(CF.sub.2).sub.p Y;
- (k) Y.sub.3 SiOSiY.sub.3 ;
- (l) Y.sub.3 Si(CH.sub.2).sub.b SiY.sub.3 ;
- (m) Y.sub.3 SiC.sub.6 H.sub.4 SiY.sub.3 ;
- (n) substituted benzene selected from the group consisting of:
- (i) C.sub.6 H.sub.3 (SiZ.sub.3-a Y.sub.a).sub.3 ;
- (ii) C.sub.6 H.sub.2 (SiZ.sub.3-a Y.sub.a).sub.4 ;
- (iii) C.sub.6 H(SiZ.sub.3-a Y.sub.a).sub.5 ;
- and
- (iv) C.sub.6 (SiZ.sub.3-a Y.sub.a).sub.6 ;
- and
- (o) substituted cyclohexane selected from the group consisting of:
- (i) 1,2-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,3-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,4-C.sub.6 H.sub.10 (Y).sub.2
- (ii) 1,2,4-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,2,3-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,3,5-C.sub.6 H9(Y).sub.3 ;
- (iii) 1,2,3,4-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,4,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,3,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- (iv) 1,2,3,4,5-C.sub.6 H.sub.7 (Y).sub.5 ;
- and
- (v) C.sub.6 H.sub.6 (Y).sub.6 ;
- wherein,
- Z is an alkyl group of 1 to 4 carbon atoms, 3,3,3-trifluoropropyl, aralkyl or aryl;
- Y is (CR.sup.2 R.sup.3).sub.k CR.sup.4 R.sup.5 CR.sup.6 R.sup.7 (CR.sup.8 R.sup.9).sub.h --;
- R.sup.1 is alkyl of 1 to about 8 carbon atoms or aryl;
- R.sup.2 to R.sup.9 are each independently hydrogen, alkyl of 1 to about 8 carbon atoms or aryl, provided that it least one of R.sup.4 to R.sup.7 is hydrogen;
- m is 0, 1 or 2;
- X and h are each independently an integer from 0 to 10, provided that at least one of k or h is zero;
- and
- a is 1, 2 or 3;
- p is an even integer from 4 to 10;
- and
- b is an integer from 1 to 10;
- in the presence of water, a solvent and a catalyst, or in the presence of a strong carboxylic acid having a maximum pk.sub.a value of about 4, optionally in the presence of a solvent;
- dipping the substrate in the resulting mixture;
- removing the coated Substrate from the mixture and drying the coating to generate a substrate coated with a composition of formula II
- X(SiO.sub.1.5).sub.n (II)
- wherein
- n is an integer greater than or equal to 2;
- and
- X is at least one flexible organic link selected from the group consisting of:
- (a) R.sup.1.sub.m SiY.sub.4-m ;
- (b) ring structures ##STR34## (c) R.sup.1.sub.m Si(OSi(CH.sub.5).sub.2 Y).sub.4-m, (d) R.sup.1.sub.m Si(OY).sub.4-m,
- (e) CH.sub.3 SiY.sub.2 --O--SiY.sub.2 CH.sub.3 ;
- (f) Y(CH.sub.3).sub.2 Si--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y;
- (g) O[--C.sub.6 H.sub.4 --Si(CH.sub.3).sub.2 Y].sub.2 ;
- (h) O[Si(CH.sub.5).sub.2 Y].sub.2 ;
- (i) Y(CH.sub.3).sub.2 SiCH.sub.2 --CH.sub.2 Si(CH.sub.3).sub.2 Y;
- (j) Y(CF.sub.2).sub.p Y, provided that when p is 6, Y is other than ethylene;
- (k) Y.sub.3 SiOSiY.sub.3 ;
- (l) Y.sub.3 Si(CH.sub.2).sub.b SiY.sub.3 ;
- (m) Y.sub.3 SiC.sub.6 H.sub.4 SiY.sub.3 ;
- (n) substituted benzene selected from the group consisting of:
- (i) C.sub.6 H.sub.3 (SiZ.sub.3-a Y.sub.a).sub.3 ;
- (ii) C.sub.6 H.sub.2 (SiZ.sub.3-a Y.sub.a).sub.4 ;
- (iii) C.sub.6 H(SiZ.sub.3-a Y.sub.a);
- .sub.5 ;
- and
- (o) substituted cyclohexane selected from the group consisting of:
- (i) 1,2-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,3-C.sub.6 H.sub.10 (Y).sub.2 ;
- 1,4-C.sub.6 H.sub.10 (Y).sub.2 ;
- (ii) 1,2,4-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,2,3-C.sub.6 H.sub.9 (Y).sub.3 ;
- 1,3,5-C.sub.6 H.sub.9 (Y).sub.3 ;
- (iii) 1,2,3,4-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,4,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- 1,2,3,5-C.sub.6 H.sub.8 (Y).sub.4 ;
- (iv) 1,2,3,4,5-C.sub.6 H.sub.7 (Y).sub.5 ;
- and
- (v) C.sub.6 H.sub.6 (Y).sub.6 ;
- wherein:
- Z is an alkyl group of 1 to 4 carbon atoms, 3,3,3-trifluoropropyl, aralkyl, or aryl;
- Y is (CR.sup.2 R.sup.3).sub.k CR.sup.4 R.sup.5 CR.sup.6 R.sup.7 (CR.sup.8 R.sup.9).sub.h --;
- R.sup.1 is alkyl of 1 to about 8 carbon atoms or aryl;
- R.sup.2 to R.sup.9 are each independently hydrogen, alkyl of 1 to about 8 carbon atoms or aryl, provided that at least one of R.sup.4 to R.sup.7 is hydrogen;
- m is 0, 1 or 2;
- k and h are each independently an integer from 0 to 10, provided that at least one of k or h is zero;
- a is 1, 2 or 3;
- p is an even integer from 4 to 10;
- and
- b is an integer from 1 to 10.
An inorganic/organic gel of the idealized empirical formula:
- X(SiO.sub.1.5).sub.n
- wherein:
- n is an integer greater than or equal to 2;
- and
- X is at least one flexible organic link of the formula:
- Y(CF.sub.2).sub.p Y,
- wherein:
- Y is (CR.sup.2 R.sup.3).sub.k CR.sup.4 R.sup.5 CR.sup.6 R.sup.7 (CR.sup.8 R.sup.9).sub.h --;
- R.sup.2 to R.sup.9 are each independently hydrogen, alkyl or 1 to about 8 carbon atoms or aryl, provided that at least one of R.sup.4 to R.sup.7 is hydrogen;
- k and h are each independently an integer from 4 to 10, provided that at least one of k or h is zero;
- and
- p is an even integer from 4 to 10.
Dependencies are inferred from the claim text.