US 2022/0348698 A1 · COMPOUND, POLYMER, COMPOSITION, COMPOSITION FOR FILM FORMATION, PATTERN FORMATION METHOD, INSULATING FILM FORMATION METHOD, AND METHOD FOR PRODUCING COMPOUND, AS WELL AS METHOD FOR PRODUCING IODINE-CONTAINING VINYL POLYMER AND ACETYLATED DERIVATIVE THEREOF

Abstract

Provided is a compound having one or more halogens and an unsaturated double bond. Provided is a method for producing an iodine-containing vinyl monomer comprising: a) a step of providing an iodine-containing alcohol substrate having a general structure represented by the formula (1-1): (the definitions of the variables in the formula (1-1) are as described in the specification); and b) a step of dehydrating the iodine-containing alcohol substrate to obtain the iodine-containing vinyl monomer having a general structure represented by the formula (1): (the definitions of the variables in the formula (1) are as described in the specification).

Claims54

Dependent claims

A compound having one or more halogens and an unsaturated double bond.

A method for producing a compound represented by the following formula (0), comprising a double bond introduction step of introducing an unsaturated double bond into a substituent Q of a compound represented by the following formula (S1):

wherein
X0 is an organic group having 1 to 30 carbon atoms;
each L1 is independently a single bond, an ether group, an ester group, a thioether group, an amino group, a thioester group, an acetal group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group;
each Y is independently a hydroxyl group, an alkoxy group, an ester group, an acetal group, a carbonate ester group, a nitro group, an amino group, a carboxyl group, a thiol group, an ether group, a thioether group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group, and the alkoxy group, the ester group, the carbonate ester group, the amino group, the ether group, the thioether group, the phosphine group, the phosphone group, the urethane group, the urea group, the amide group, the imide group, and the phosphate group of Y optionally have a substituent;
A is an organic group having 1 to 30 carbon atoms;
each Z is independently an alkoxy group, an ester group, an acetal group, or a carbonate ester group;
Q is an organic group having 1 to 30 carbon atoms and having a hydroxyl group, an aldehyde group, a carboxyl group, or a ketone group;
and
p is an integer of 1 or more, m′ is an integer of 0 or more, n is an integer of 0 or more, and r is an integer of 0 or more;
wherein
each X is independently I, F, Cl, Br, or an organic group having 1 to 30 carbon atoms and having 1 or more and 5 or less substituents selected from the group consisting of I, F, Cl, and Br;
each L1 is independently a single bond, an ether group, an ester group, a thioether group, an amino group, a thioester group, an acetal group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group;
each Y is independently a hydroxyl group, an alkoxy group, an ester group, an acetal group, a carbonate ester group, a nitro group, an amino group, a carboxyl group, a thiol group, an ether group, a thioether group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group, and the alkoxy group, the ester group, the carbonate ester group, the amino group, the ether group, the thioether group, the phosphine group, the phosphone group, the urethane group, the urea group, the amide group, the imide group, and the phosphate group of Y optionally have a substituent;
each of Ra, Rb, and Rc is independently H, I, F, Cl, Br, or an organic group having 1 to 60 carbon atoms and optionally having a substituent;
A is an organic group having 1 to 30 carbon atoms;
each Z is independently an alkoxy group, an ester group, an acetal group, or a carbonate ester group;
and
p is an integer of 1 or more, m′ is an integer of 0 or more, n is an integer of 0 or more, and r is an integer of 0 or more.

15 more elements

A method for producing the compound represented by the following formula (1), comprising:

a step of forming a compound represented by the following formula (SB1) by at least one of compounds represented by the following formula (SB2A) and the following formula (SB3A) obtained through a step designated by the following B1A and at least one of steps designated by the following B2A and B3A;
and a double bond introduction step of introducing an unsaturated double bond into a substituent Qb of the compound represented by the formula (SB1):
B1A) a step of providing the following substrate SB1A comprising one or more amino groups, and a core B having an aldehyde group or a ketone group;
B2A) a step of obtaining the compound represented by the following formula (SB2A) in which iodine is introduced into the core B;
and
B3A) a step of obtaining the compound represented by the formula (SB3A) in which an amino group is substituted with a halogen group by a Sandmeyer reaction,
wherein, in the formula (1),
each X is independently I, F, Cl, Br, or an organic group having 1 to 30 carbon atoms and having 1 or more and 5 or less substituents selected from the group consisting of I, F, Cl, and Br;
each L1 is independently a single bond, an ether group, an ester group, a thioether group, an amino group, a thioester group, an acetal group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group, and the ether group, the ester group, the thioether group, the amino group, the thioester group, the acetal group, the phosphine group, the phosphone group, the urethane group, the urea group, the amide group, the imide group, or the phosphate group of L1 optionally has a substituent;
each Y is independently a hydroxyl group, an alkoxy group, an ester group, an acetal group, a carboxyalkoxy group, a carbonate ester group, a nitro group, an amino group, a carboxyl group, a thiol group, an ether group, a thioether group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group, and the alkoxy group, the ester group, the carbonate ester group, the amino group, the ether group, the thioether group, the phosphine group, the phosphone group, the urethane group, the urea group, the amide group, the imide group, and the phosphate group of Y optionally have a substituent;
each of Ra, Rb, and Rc is independently H, I, F, Cl, Br, or an organic group having 1 to 60 carbon atoms and optionally having a substituent;
A is an organic group having 1 to 30 carbon atoms;
each Z is independently an alkoxy group, an ester group, an acetal group, a carboxyalkoxy group, or a carbonate ester group, and the alkoxy group, the ester group, the acetal group, the carboxyalkoxy group, or the carbonate ester group of Z optionally has a substituent;
and
p is an integer of 1 or more, m is an integer of 1 or more, n is an integer of 0 or more, and r is an integer of 0 or more;
wherein, in the formulas (SB1A), (SB2A), (SB3A), and (SB1),
Zb represents an amino group optionally having a substituent consisting of a hydrogen group or a hydrocarbon group having 1 to 30 carbon atoms and optionally having a substituent, rb represents an integer of 1 or more, L1b, Xb1, B, pb, and mb′ have the same meanings as L, X, A, p, and m in the formula (1), respectively;
Xb2 represents I, F, Cl, Br, or an organic group having 1 to 30 carbon atoms and having 1 or more and 5 or less substituents selected from the group consisting of I, F, Cl, and Br;
and Qb is an organic group having 1 to 30 carbon atoms and having a hydroxyl group, an aldehyde group, a carboxyl group, or a ketone group.

16 more elements

A method for producing a compound represented by the following formula (1), comprising:

a halogen introduction step of introducing a halogen atom into a compound represented by the following formula (S1) by reaction with a halogenating agent;
and
a double bond introduction step of introducing an unsaturated double bond into a substituent Q;
wherein the double bond introduction step comprises using an organic phosphorus compound and a base:
wherein
X0 is an organic group having 1 to 30 carbon atoms;
each L1 is independently a single bond, an ether group, an ester group, a thioether group, an amino group, a thioester group, an acetal group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group;
each Y is independently a hydroxyl group, an alkoxy group, an ester group, an acetal group, a carbonate ester group, a nitro group, an amino group, a carboxyl group, a thiol group, an ether group, a thioether group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group, and the alkoxy group, the ester group, the carbonate ester group, the amino group, the ether group, the thioether group, the phosphine group, the phosphone group, the urethane group, the urea group, the amide group, the imide group, and the phosphate group of Y optionally have a substituent;
A is an organic group having 1 to 30 carbon atoms;
each Z is independently an alkoxy group, an ester group, an acetal group, or a carbonate ester group;
Q is an organic group having 1 to 30 carbon atoms and having a hydroxyl group, an aldehyde group, a carboxyl group, or a ketone group;
and
p is an integer of 1 or more, m′ is an integer of 0 or more, n is an integer of 0 or more, and r is an integer of 0 or more,
wherein
each X is independently I, F, Cl, Br, or an organic group having 1 to 30 carbon atoms and having 1 or more and 5 or less substituents selected from the group consisting of I, F, Cl, and Br;
each L1 is independently a single bond, an ether group, an ester group, a thioether group, an amino group, a thioester group, an acetal group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group;
each Y is independently a hydroxyl group, an alkoxy group, an ester group, an acetal group, a carbonate ester group, a nitro group, an amino group, a carboxyl group, a thiol group, an ether group, a thioether group, a phosphine group, a phosphone group, a urethane group, a urea group, an amide group, an imide group, or a phosphate group, and the alkoxy group, the ester group, the carbonate ester group, the amino group, the ether group, the thioether group, the phosphine group, the phosphone group, the urethane group, the urea group, the amide group, the imide group, and the phosphate group of Y optionally have a substituent;
each of Ra, Rb, and Rc is independently H, I, F, Cl, Br, or an organic group having 1 to 60 carbon atoms and optionally having a substituent;
A is an organic group having 1 to 30 carbon atoms;
each Z is independently an alkoxy group, an ester group, an acetal group, or a carbonate ester group;
and
p is an integer of 1 or more, m is an integer of 1 or more, n is an integer of 0 or more, and r is an integer of 0 or more.

19 more elements

A method for producing an iodine-containing vinyl monomer comprising:

a) a step of providing an iodine-containing alcohol substrate having a general structure represented by the formula (1-1):
wherein
each of R1 to R5 is independently H, OH, OCH3, a halogen, or a linear or branched alkyl,
each of R6 to R10 is independently H, OH, OCH3, a halogen, or a cyano group,
provided that at least one of R1 to R5 is OH, at least one of R1 to R5 is iodine, and at least one of R6 to R10 is OH or OCH3;
and
b) a step of dehydrating the iodine-containing alcohol substrate to obtain the iodine-containing vinyl monomer having a general structure represented by the formula (1):
wherein
each of R1 to R5 is independently H, OH, OCH3, a halogen, or a linear or branched alkyl,
each of R6 to R8 is independently H, OH, OCH3, a halogen, or a cyano group,
provided that at least one of R1 to R5 is OH, and at least one of R1 to R5 is iodine.

8 more elements

Dependencies are inferred from the claim text.

Compound, polymer, composition, composition for film formation, pattern formation method, insulating film formation method, and method for producing compound, as well as method for producing iodine-containing vinyl polymer and acetylated derivative thereof

Life of this patent

Compound, polymer, composition, composition for film formation, pattern formation method, insulating film formation method, and method for producing compound, as well as method for producing iodine-containing vinyl polymer and acetylated derivative thereof

Life of this patent

Abstract

Claims54