Nanosized particles of benzimidazolone pigments
AssigneesXerox Corporation, National Research Council of Canada
InventorsRina Carlini, Darren Andrew Makeiff
Life of this patent
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Abstract
A nanoscale pigment particle composition includes an organic benzimidazolone pigment, and a sterically bulky stabilizer compound, wherein the benzimidazolone pigment associates non-covalently with the sterically bulky stabilizer compound that is a substituted pyridine derivative; and the presence of the associated stabilizer limits the extent of particle growth and aggregation, to afford nanoscale pigment particles.
Claims5
A sterically bulky stabilizer of the formula:
- where X represents —O—, and R1 and R2 are different and independently represent a linear or branched alkyl or cycloaliphatic group, and which may contain heteroatoms.
A sterically bulky stabilizer of the formula:
- where X represents —N(H)— or —O—, and R2 are different and independently selected from the group consisting of
- wherein m and n independently represent an integer of 0 to about 30.
A sterically bulky stabilizer compound of the formula:
- where:
- R1 to R4 can be the same or different and represent H, —NH—(C═O)—R′, —(C═O)—NH—R′), —NH—R′, —NH—(C═O)—NH—R′, —NH—(C═O)—O—R′, O—(C═O)—NH—R′, —(C═O)—O—R′, —O—(C═O)—R′, branched or linear alkyleneoxy chains, or —OR′, wherein R′ is predominantly a linear or branched alkyl or cycloaliphatic group that may contain heteroatoms within the alkyl groups, and
- Ry represents a group selected from the group consisting of:
- —(CH2)p—,
- —NH—(CH2)nNH—,
- —S—(CH2)q—S—,
- —O—(CH2)r—O—,
- —[(XCH2CH2)n]—X—,
- —[(C═O)—(CH2)n—(C═O)]—,
- —NH—[(C═O)—(CH1)m—(C═O)]—NH—,
- —[(C═O)—(CH2)n—(C═O)]—O—,
- —S—[(C═O)—(CH2)n—(C═O)]—S—,
- —O—[(C═O)—O—(CH2)n—O—(C═O)]—O—,
- —S—[(C═O)—S—(CH2)n—S—(C═O)]—S—,
- —[(C═O)—X—(CH2)n—X—(C═O)]—,
- wherein:
- X, X1, and X2 independently represent O, S, or NH,
- p is an integer of 6 to 50,
- q is an integer of 7 to 50,
- r is an integer of 3 to 50,
- m is an integer of 2 to 50, and
- n is an integer of 1 to 50.
A sterically bulky stabilizer comprising a substituted pyridine derivative selected from the group consisting of the following compounds:
- Groups X
- R1 = R2 = R3
- Ry
- X1 = X2 = NH
- H
- X1 = O X2 = NH
- H
- X1 = NH
- H
- X1 = O
- H
- X1 = O
- H
- X1 = NH
- H
- wherein:
- R4 represents H, —NH—(C═O)—R′, —(C═O)—NH—R′, —NH—R′, —NH—(C═O)—NH—R′, —NH—(C═O)—O—R′, O—(C═O)—NH—R′, —(C═O)—O—R′, —O—(C═O)—R′, branched or linear alkyleneoxy chains, or —OR′, and
- R′ is predominantly a linear or branched alkyl or cycloaliphatic group that may contain heteroatoms within the alkyl groups.
A sterically bulky stabilizer compound comprising a substituted pyridine derivative selected from the group consisting of the following compounds:
- R1
- R2
- R3
- R4
- R5
- H
- H
- H
- H
- H
- H
- H
- H
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- H
- H
- H
- H
- H
- H
- H
- H
- H
- H
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- H
- H
- H
- H
- H
- H
Dependencies are inferred from the claim text.