Organosilicon compounds, preparation method and uses thereof
AssigneeCentre National de la Recherche Scientifique (CNRS)
InventorsBernard Benneteau, Jamal Bousbaa, Franck Choplin
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Abstract
The invention concerns organosilicon compounds, their method of preparation and their use as coupling agents for depositing, at the surface of a solid support, an organised self-assembled monolayer. The invention also concerns a method for obtaining solid supports whereof the surface is modified by an organised self-assembled monolayer comprising a system of said organosilicon compounds, and the use of said solid supports for biomolecular synthesis or immobilisation.
Claims22
An organosilicon compound of formula (I)
- 10
- in which:
- n is between 15 and 35,
- k is between 0 and 100,
- i is an integer greater than or equal to 0,
- X1, X2 and X3, which can be identical to or different from one another, are selected from the group consisting of saturated, linear or branched, C1 to C6 alkyls and hydrolyzable groups, at least one from X1, X2 or X3 representing a hydrolyzable group, and
- if k=0 and i=0, then Z represents an R1 group,
- if k=0 and i≧1, then Z represents an —OR1, —OCOR1, —NR1R2, —COOR1, —CONR1R2 or —SR1 group or a halogen atom,
- if k≧1 and i=0, then Z represents an —R1, —COR1, —COOR1, —CONR1R2, —CF3 or —(CF2)jCF3 group, j being between 1 and 10,
- if k≧1 and i≧1, then Z represents an —OR1, —OCOR1, —NR1R2, —COOR1, —CONR1R2, —SR1, —CF3 or —(CF2)jCF3 group, j being as defined above, or a halogen atom,
- R1 and R2, which can be identical or different, represent a hydrogen atom, an optionally substituted, saturated or unsaturated and linear or branched hydrocarbonaceous chain comprising from 1 to 24 carbon atoms, or an aromatic group, provided that, when k=i=0 and n=15, R1 is other than the —CH2CF3 group and, when k=i=0 and n=19, R1 is other than the —(CH2)6—C≡C—C≡CH group.
The compound as claimed in any one of the preceding claims, characterized in that k is between 0 and 5.
The compound as claimed in any one of the preceding claims, characterized in that i is equal to 0 or to 1.
The compound as claimed in any one of the preceding claims, characterized in that X1, X2 and X3 represent chlorine atoms, n is equal to 22, i is equal to 0, k is equal to 1 or to 3 and Z represents a —COCH3 group.
The use of a compound of formula (I′):
- 18
- in which:
- n is between 15 and 35,
- k is between 0 and 100,
- i is an integer greater than or equal to 0,
- X1, X2 and X3, which can be identical to or different from one another, are selected from the group consisting of saturated, linear or branched, C1 to C6 alkyls and hydrolyzable groups, at least one from X1, X2 or X3 representing a hydrolyzable group, and
- if k=0 and i=0, then Z represents an R1 group,
- if k=0 and i≧1, then Z represents an —OR1, —OCOR1, —NR1R2, —COOR1, —CONR1R2 or —SR1 group or a halogen atom,
- if k≧1 and i=0, then Z represents an —R1, —COR1, —COOR1, —CONR1R2, —CF3 or —(CF2)jCF3 group, j being between 1 and 10,
- if k≧1 and i≧1, then Z represents an —OR1, —OCOR1, —NR1R2, —COOR1, —CONR1R2, —SR1, —CF3 or —(CF2)jCF3 group, j being as defined above, or a halogen atom,
- R1 and R2, which can be identical or different, represent a hydrogen atom, an optionally substituted, saturated or unsaturated and linear or branched hydrocarbonaceous chain comprising from 1 to 24 carbon atoms, or an aromatic group;
- it being understood that, when X1=X2=X3=Cl, when k=i=0 and when n=19, then R1 is other than the —(CH2)6—C≡C—C≡CH group,
- to form, at the surface of a solid support, an organized self-assembled monolayer.
Dependencies are inferred from the claim text.