BIOBASED CYANOACRYLATE COMPOUND

1 - 21 . (canceled)

22 . A compound of formula (I):

wherein R1 is H or an organic moiety, said compound of formula (I) having a biocarbon content equal to or higher than 20%.

23 . The compound according to claim 22 , having a biocarbon content equal to or higher than 25%.

24 . The compound according to claim 22 , having a biocarbon content equal to or higher than 41%.

25 . The compound according to claim 22 , wherein R1 is selected from the group consisting of: H, alkyl, halogenated alkyl, alkyl silane, acetoxy silane, alkenyl, alkynyl, aryl, heteroaryl, alkaryl, aralkyl, cycloalkyl, cycloalkenyl, heterocycloalkyl, alkoxyalkyl, acrylic ester moiety, oxetane moiety, epoxy moiety, and carboxylic ester moiety.

26 . The compound according to claim 22 , characterized in that it has one of the following formulae (I-A), (I-B), or (I-C)

wherein R1a is alkyl,

wherein R1b is selected from H, alkyl silane, acetoxy silane, alkenyl, alkynyl, aryl, heteroaryl, alkaryl, aralkyl, cycloalkyl, cycloalkenyl, heterocycloalkyl, alkoxyalkyl, oxetane moiety, and epoxy moiety; and

wherein R1c is selected from acrylic ester moiety and carboxylic ester moiety.

27 . The compound according to claim 22 , wherein R1 is selected from an alkyl group and a heterocycloalkyl.

28 . The compound according to claim 22 , wherein R1 is a C1-C20 alkyl group.

29 . The compound according to claim 22 , wherein R1 is a C6 alkyl group.

30 . The compound according to claim 22 , characterized in that it is n-butylcyanoacrylate or n-heptylcyanoacrylate.

31 . A process of preparation of the compound of formula (I) as defined in claim 22 .

32 . The process according to claim 31 , said process comprising a step of converting a cyanoacetate of formula (II) into a compound of formula (I):

wherein R1 is H or an organic moiety, said compound of formula (II) having a biocarbon content equal to or higher than 20%.

33 . The process according to claim 31 , said process comprising:

a step S1 comprising the reaction of condensation of a compound of formula (II):

with a formaldehyde derivative; then

an optional step S2 comprising the washing of the product obtained in step S1;

a step S3 comprising the depolymerization of the product obtained at step S1 or S2 to provide a compound of formula (I);

an optional step S4 of purification of the compound of formula (I) obtained at the end of step S3.

34 . The process according to claim 31 , said process comprising:

a step comprising the reaction of a compound of formula (II)

with a compound of formula (X):

wherein E is (CH 2 X) m , m is comprised between 1 and 20, X is O or S,

wherein when n=1, F is selected from the functional groups:

when n=2, F is selected from the functional groups:

when n=3, F is:

G is selected from the functional groups:

G and F are independently selected from each other, and

R5 and R6 are, independently of each other, selected from the functional groups H, linear or branched C1-C4 alkyl, C1-C4 halogenated alkyl, carboxy substituted C1-C4 alky, C3-C10 cycloalkyl, aryl, and heterocycloalkyl, or

when n=1, F is connected to G through one R7 group selected from (CH 2 ) v , (CHR7) v , (CR7R8) v , where v ranges from 1 to 6, R7 and R8 being the same or different C1-C4 alkyl groups,

in the presence of a catalytic amount of an ammonium or iminium salt (XI); and

an optional step of isolation of the compound of formula (II) obtained.

35 . The process according to claim 32 , wherein the compound of formula (II) is obtained by one of the following processes P-A, P-B, P-C, P-D, or P-E:

the process P-A of preparation of a compound of formula (II) comprising:

contacting a compound of formula (III) with a compound of formula (IV), in the presence of an acid, under conditions sufficient to yield a compound of formula (II):

wherein R1 is H or an organic moiety, said compound of formula (IV) having a biocarbon content equal to or higher than 20%,

wherein R2=NRR′ with each of R and R′ being, independently of each other H, or an alkyl group; and

optionally separating therefrom the compound of formula (II)

the process P-B of preparation of a compound of formula (II) comprising:

contacting a compound of formula (V) with a compound of formula (IV) under conditions sufficient to yield a compound of formula (II):

wherein R1 is H or an organic moiety, said compound of formula (IV) having a biocarbon content equal to or higher than 20%, and

optionally separating therefrom the compound of formula (II)

the process P-C of preparation of a compound of formula (II) comprising:

contacting a compound of formula (II′) with a compound of formula (IV), under conditions sufficient to yield a compound of formula (II):

wherein R′1 is H or an organic moiety different from R1, and R1 is H or an organic moiety, said compound of formula (IV) having a biocarbon content equal to or higher than 20%;

optionally separating therefrom the compound of formula (II)

the process P-D of preparation of a compound of formula (II) comprising:

contacting a compound of formula (VIII) with a compound of formula (IV) under conditions sufficient to yield a compound of formula (II):

wherein R1 is H or an organic moiety, said compound of formula (IV) having a biocarbon content equal to or higher than 20%,

wherein R3 is Br, Cl or I;

optionally separating therefrom the compound of formula (II)

the process P-E of preparation of a compound of formula (II) comprising:

contacting a compound of formula (IX) with a compound of formula (IV) under conditions sufficient to yield a compound of formula (II):

wherein R1 is H or an organic moiety, said compound of formula (IV) having a biocarbon content equal to or higher than 20%,

wherein R4 is —O—C(═O)—R4, with R4 being selected from alkyl or aryl;

optionally separating therefrom the compound of formula (II).

36 . The process according to claim 34 , wherein the compound of formula (IV) is a compound wherein R1 is selected from alkyl group and heterocycloalkyl.

37 . The process according to claim 35 , wherein the compound of formula (V) is obtained from a process comprising contacting a compound of formula (VI) with potassium cyanide (KCN) or sodium cyanide (NaCN) under conditions sufficient to yield a compound of formula (V):

wherein X represents a halogen atom, and wherein the compound of formula (VI) is obtained from a process comprising contacting a compound of formula (VII) with a halogenating agent H under conditions sufficient to yield a compound of formula (VI):

38 . The process according to claim 37 , wherein:

the compound of formula (V) is petroleum-based, or partially biobased or fully biobased (biocarbon content of 100%), and/or

the compound of formula (VI) is petroleum-based, or partially biobased or even fully biobased (biocarbon content of 100%), and/or

the compound of formula (VII) is petroleum-based or partially or fully biobased (biocarbon content of 100%).

39 . Composition comprising the compound of formula (I) as defined in claim 22 .

40 . The composition according to claim 39 , having a biocarbon content equal to or higher than 20%.

41 . A method for the preparation of a compound of formula (I) comprising using at least one raw material R having a biocarbon content higher than 0%:

wherein R1 is H or an organic moiety, said compound of formula (I) having a biocarbon content equal to or higher than 20%.

42 . The method according to claim 41 , wherein the raw material R has a biocarbon content equal to or higher than 41%.