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US 10,118,987 B2Granted
Hydrocarbon-based polymers bearing dithiocyclocarbonate end groups
AssigneesBostik SA, Universite De Rennes I, Centre National De La Recherche Scientifique
InventorsGuillaume Michaud, Frederic Simon, Stephane Fouquay, Elise Vanbiervliet, Sophie Guillaume, Jean-Francois Carpentier
Life of this patent
Estimating the term…
Abstract
1) Hydrocarbon-based polymer of formula (I): in which F1 and F2 have the respective formulae (IIa) and (IIb) or (II′a) and (II′b): a process for its preparation, and use as an adhesive.
Claims15
Hydrocarbon-based polymer comprising two dithiocyclocarbonate end groups, said hydrocarbon-based polymer having the formula (I):
- in which:
- F1 and F2 are monovalent radicals of respective formulae (IIa) and (IIb):
- or alternatively F1 and F2 are monovalent radicals of respective formulae (II′a) and (II′b):
- in which:
- g1 and d1, which may be identical or different, represent an integer equal to 0, 1, 2 or 3;
- g2 and d2, which may be identical or different, represent an integer equal to 1, 2 or 3;
- A represents a divalent C1-C9 alkylene radical;
- Z is such that:
- the divalent group A-Z— is the group -A-C(═O)O— and the divalent group —Z-A- is the group —OC(═O)-A- with the proviso that g1 and d1 are each other than 0;
- or alternatively
- the divalent group —A-Z— is the group -A-OC(═O)— and the divalent group —Z-A- is the group —C(═O)O-A-;
- each carbon-carbon bond of the main chain of the polymer, denoted , represents a double bond or a single bond, in accordance with the valency rules of organic chemistry;
- R1, R2, R3, R4, R5, R6, R7 and R8, which may be identical or different, represent:
- a hydrogen or halogen atom;
- or
- a radical comprising from 1 to 22 carbon atoms chosen from alkyl, alkenyl, alkoxycarbonyl, alkenyloxycarbonyl, alkylcarbonyloxy or alkenylcarbonyloxy, it being possible for the hydrocarbon-based chain of said radical to be optionally interrupted with at least one oxygen atom or one sulfur atom;
- in addition:
- at least one of the R1 to R8 groups can form, with at least one other of the R1 to R8 groups and with the carbon atom or atoms to which said groups are linked, a 3- to 10-membered, optionally substituted, saturated or unsaturated hydrocarbon-based ring or heterocycle;
- and
- at least one of the pairs (R1, R2), (R3, R4), (R5, R6) and (R7, R8) can form, with the carbon atom to which said pair is linked, a carbonyl group C═O or a group of two carbon atoms linked by a double bond:
- C═C, the other carbon atom of which bears two substituents chosen from a hydrogen atom and a C1-C4 alkyl radical;
- x and y are integers, which may be identical or different, within a range extending from 0 to 4, the sum x+y being within a range extending from 0 to 4;
- R9, R10, R11 and R12, which may be identical or different, represent:
- a hydrogen or halogen atom;
- or
- a radical comprising from 1 to 22 carbon atoms which is chosen from alkyl, alkenyl, alkoxycarbonyl, alkenyloxycarbonyl, alkylcarbonyloxy, alkenylcarbonyloxy and alkylcarbonyloxyalkyl, it being possible for the hydrocarbon-based chain of said radical to be optionally interrupted with at least one oxygen atom or one sulfur atom;
- in addition:
- at least one of the R9 to R12 groups can form, with at least one other of the R9 to R12 groups and with the carbon atom or atoms to which said groups are linked, a 3- to 10-membered, optionally substituted, saturated or unsaturated hydrocarbon-based ring or heterocycle;
- and
- at least one of the pairs (R9, R10) and (R11, R12) can form, with the carbon atom to which said pair is linked, a group of two carbon atoms linked by a double bond:
- C═C, the other carbon atom of which bears two substituents chosen from a hydrogen atom and a C1-C4 alkyl radical;
- and
- the carbon atom bearing one of the groups of the pair (R9, R10) may be linked to the carbon atom bearing one of the groups of the pair (R11, R12) by a double bond, it being understood that, in accordance with the valency rules, only one of the groups of each of these two pairs is then present;
- R13 represents:
- an oxygen or sulfur atom, or
- a divalent radical —CH2—, —C(═O)— or —NR0— in which R0 is an alkyl or alkenyl radical comprising from 1 to 22 carbon atoms;
- n1 and n2, which may be identical or different, are each an integer or equal to 0, the sum of which is denoted by n;
- m is an integer greater than or equal to 0;
- p1 and p2, which may be identical or different, are each an integer or equal to 0, the sum p1+p2 of which is non-zero and adheres to the equation:
- p1+p2=q×(z+1)
- in which:
- q is an integer greater than 0;
- and
- z is an integer ranging from 1 to 5;
- and
- n1, n2, m, p1 and p2 also being such that the number-average molecular mass Mn of the polymer of formula (I) is within a range extending from 400 to 100 000 g/mol and its polydispersity index is within a range extending from 1.0 to 3.0.
43 more elements
Dependencies are inferred from the claim text.