Alkylated tetrakis(triaminotriazine) compounds and phase...

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

Reexamination Certificate

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C544S205000, C544S206000

Reexamination Certificate

active

06835833

ABSTRACT:

CROSS-REFERENCE IS MADE TO THE FOLLOWING APPLICATIONS
Application U.S. Ser. No. 09/949,315, filed Sep. 7, 2001, U.S. Publication No. 20030079644, entitled “Aqueous Ink Compositions,” with the named inventors Thomas W. Smith, David J. Luca, and Kathleen M. McGrane, the disclosure of which is totally incorporated herein by reference, discloses an aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has either evaporated from the ink image, hydrogen bonds of sufficient strength exist between the additive molecules so that the additive forms hydrogen-bonded oligomers or polymers.
Application U.S. Ser. No. 09/948,958, filed Sep. 7, 2001, U.S. Publication No. 20030105185, entitled “Phase Change Ink Compositions,” with the named inventors H. Bruce Goodbrand, Thomas W. Smith, Dina Popovic, Daniel A. Foucher, and Kathleen M. McGrane, the disclosure of which is totally incorporated herein by reference, discloses a phase change ink composition comprising a colorant and an ink vehicle, the ink being a solid at temperatures less than about 50° C. and exhibiting a viscosity of no more than about 20 centipoise at a jetting temperature of no more than about 160° C., wherein at a first temperature hydrogen bonds of sufficient strength exist between the ink vehicle molecules so that the ink vehicle forms hydrogen-bonded dimers, oligomers, or polymers, and wherein at a second temperature which is higher than the first temperature the hydrogen bonds between the ink vehicle molecules are sufficiently broken that fewer hydrogen-bonded dimers, oligomers, or polymers are present in the ink at the second temperature than are present in the ink at the first temperature, so that the viscosity of the ink at the second temperature is lower than the viscosity of the ink at the first temperature.
Application U.S. Ser. No. 10/235,061, filed Sep. 4, 2002, entitled “Guanidinopyrimidinone Compounds and Phase Change Inks Containing Some,” with the named inventors Danielle C. Boils-Boissier, Marcel P. Breton, Jule W. Thomas, Jr., Donald R. Titterington, Jeffery H. Banning, H. Bruce Goodbrand, James D. Wuest, Marie-Eve Perron, and Hugues Duval, the disclosure of which is totally incorporated herein by reference, discloses compounds of the formulae
wherein, provided that at least one of R
1
, R
2
, and R
3
is not a hydrogen atom, R
1
, R
2
, and R
3
each, independently of the other, is (i) a hydrogen atom, (ii) an alkyl group, (iii) an aryl group, (iv) an arylalkyl group, or (v) an alkylaryl group, and wherein R
1
and R
2
can also be (vi) an alkoxy group, (vii) an aryloxy group, (viii) an arylalkyloxy group, (ix) an alkylaryloxy group, (x) a polyalkyleneoxy group, (xi) a polyaryleneoxy group, (xii) a polyarylalkyleneoxy group, (xiii) a polyalkylaryleneoxy group, (xiv) a silyl group, (xv) a siloxane group, (xvi) a polysilylene group, (xvii) a polysiloxone group, or (xviii) a group of the formula
wherein r is an integer representing a number of repeat —CH
2
— groups, wherein s is an integer representing a number of repeating —CH
2
— groups, and wherein X is (a) a direct bond, (b) an oxygen atom, (c) a sulfur atom, (d) a group of the formula —NR
40
′ wherein R
40
is a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, or (e) a group of the formula —CR
50
R
60
-wherein R
50
and R
60
each, independently of the other, is a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and R
10
and R
11
each, independently of the other, is (i) an alkylene group, (ii) an arylene group, (iii) an arylalkylene group, or (iv) an alkylarylene group, and wherein R
10
can also be (v) a polyalkyleneoxy group, (vi) a polyaryleneoxy group, (vii) a polyarylalkyleneoxy group, (viii) a polyalkylaryleneoxy group, (ix) a silylene group, (x) a siloxane group, (xi) a polysilylene group, or (xii) a polysiloxane group. Also disclosed are phase change ink compositions comprising a colorant and a phase change ink carrier comprising a material of this formula.
Application U.S. Ser. No. 10/235,109, filed Sep. 4, 2002, entitled “Alkylated Urea and Triaminotriazine Compounds and Phase Change Inks Containing Same,” with the named inventors Marcel P. Breton, Danielle C. Boils-Boissier, Jule W. Thomas, Jr., Donald R. Titterington, H. Bruce Goodbrand, Jeffery H. Banning, James D. Wuest, Dominic Laliberté, and Marie-Ève Perron, the disclosure of which is totally incorporated herein by reference, discloses compounds of the formulae
wherein Z is a group of the formula —OR
1
, a group of the formula —SR
1
, or a group of the formula —NR
1
R
2
, Y is a group of the formula —OR
3
, a group of the formula —SR
3
, or a group of the formula —NR
3
R
4
, n is an integer representing the number of repeat —(CH
2
)— or —(CH
2
CH
2
O)— units, wherein, provided that at least one of R
1
, R
2
, R
3
, R
4
, R
5
, and R
6
is a hydrogen atom, provided that at least one of R
1
, R
2
, R
3
, R
4
, R
5
, and R
6
is other than a hydrogen atom, and provided that at least one Z or Y within the compound is a group of the formula —NR
1
R
2
or a group of the formula —NR
3
R
4
, R
1
, R
2
, R
3
, R
4
, R
5
, R
6
, and R
7
each, independently of the others, is (i) a hydrogen atom, (ii) an alkyl group, (iii) an aryl group, (iv) an arylalkyl group, or (v) on alkylaryl group, and wherein R
7
can also be (vi) an alkoxy group, (vii) an aryloxy group, (viii) an arylalkyloxy group, (ix) an alkylaryloxy group, (x) a polyalkyleneoxy group, (xi) a polyaryleneoxy group, (xii) a polyarylalkyleneoxy group, (xiii) a polyalkylaryleneoxy group, (xiv) a silyl group, (xv) a siloxane group, (xvi) a polysilylene group, (xvii) a polysiloxane group, or (xviii) a group of the formula
wherein r is an integer representing a number of repeat —CH
2
— groups, wherein s is on integer representing a number of repeating —CH
2
— groups, and wherein X is (a) a direct bond, (b) an oxygen atom, (c) a sulfur atom, (d) a group of the formula —NR
40
-wherein R
40
is a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, or (e) a group of the formula —CR
50
R
60
-wherein R
50
and R
60
each, independently of the other, is a hydrogen atom, an alkyl group, an aryl group, on arylalkyl group, or an alkylaryl group, and wherein R
6
can also be
Also disclosed are phase change ink compositions comprising a colorant and a phase change ink carrier comprising a material of this formula.
Application U.S. Ser. No. 10/235,125, filed Sep. 4, 2002, entitled “Phase Change Inks Containing Gelator Additives,” with the named inventors Marcel P. Breton, Danielle C. Boils-Boissier, Donald R. Titterington, Jule W. Thomas, Jr., Jeffery H. Banning, Christy Bedford, and James D. Wuest, the disclosure of which is totally incorporated herein by reference, discloses a phase change ink composition comprising an ink vehicle, a colorant, and a nonpolymeric organic gelator selected from the group consisting of anthracene-based compounds, steroid compounds, partially fluorinated high molecular weight alkanes, high molecular weight alkanes with exactly one hetero atom, chiral tartrate compounds, chiral butenolide-based compounds, bis-urea compounds, guanines, barbiturates, oxamide compounds, ureidopyrimidone compounds, and mixtures thereof, said organic gelator being present in the ink in an amount of no more than about 20 percent by weight of the ink, said ink having a melting point at or below which the ink is a solid, said ink having a gel point at or above which the ink is a liquid, and said ink exhibiting a gel state between the melting point and the gel point, said ink exhibiting reversible transitions between the solid state and the gel state upon heating and cooling, said ink exhibiting reversible transitions between the gel state and the liquid state upon heating and cooling, said melting point being greater than about 35° C., said gel point be

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