Visible-light mediated organophotoredox catalytic deuteration of aromatic and aliphatic aldehydes
US-12466775-B2 · Nov 11, 2025 · US
US11345651B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11345651-B2 |
| Application number | US-202117336854-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jun 2, 2021 |
| Priority date | Jun 29, 2020 |
| Publication date | May 31, 2022 |
| Grant date | May 31, 2022 |
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Provided is an addition condensation product of an aromatic compound and a carbonyl compound. The addition condensation product includes an aromatic compound dimer in which two composition units derived from the aromatic compounds are bonded via one composition unit derived from the carbonyl compound and an aromatic compound multimer in which each of three or more composition units derived from the aromatic compounds is bonded via one composition unit derived from the carbonyl compound. A ratio of the aromatic compound dimer to the aromatic compound multimer is in the range of 1:75 to 1:1,000.
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What is claimed is: 1. An addition condensation product of an aromatic compound and a carbonyl compound, the addition condensation product comprising: an aromatic compound dimer in which two composition units derived from the aromatic compounds are bonded via one composition unit derived from the carbonyl compound; and an aromatic compound multimer in which each of three or more composition units derived from the aromatic compounds is bonded via one composition unit derived from the carbonyl compound, wherein a ratio of the aromatic compound dimer to the aromatic compound multimer is in a range of 1:75 to 1:1,000, and the addition condensation product is a reaction product of the carbonyl compound in a range of 0.1 to 0.999 moles relative to 1 mole of the aromatic compound. 2. The addition condensation product according to claim 1 , wherein the aromatic compound is a naphthol. 3. The addition condensation product according to claim 1 , wherein the carbonyl compound is an aldehyde compound or a ketone compound. 4. The addition condensation product according to claim 1 , wherein the aromatic compound is a compound represented by general formula (1) below and the carbonyl compound is an aldehyde compound represented by general formula (2) below: where R 1 , R 2 , and R 3 each in the general formulae (1) and (2) each represent a hydrogen atom or a hydrocarbon group. 5. The addition condensation product according to claim 1 , wherein the aromatic compound is a-naphthol, and the carbonyl compound is formaldehyde. 6. A production method of an addition condensation product, the method comprising: a step of mixing an aromatic compound, a carbonyl compound, and a catalyst in a reaction solvent such that an addition condensation reaction of the aromatic compound and the carbonyl compound is conducted to obtain the addition condensation product of the aromatic compound and the carbonyl compound, wherein the addition condensation product includes an aromatic compound dimer in which two composition units derived from the aromatic compounds are bonded via one composition unit derived from the carbonyl compound and an aromatic compound multimer in which each of three or more composition units derived from the aromatic compounds is bonded via one composition unit derived from the carbonyl compound, a ratio of the aromatic compound dimer to the aromatic compound multimer is in a range of 1:75 to 1:1,000, and the addition condensation product is a reaction product of the carbonyl compound in a range of 0.1 to 0.999 moles relative to 1 mole of the aromatic compound. 7. The production method of the addition condensation product according to claim 6 , wherein the aromatic compound is a-naphthol, the carbonyl compound is formaldehyde, and the catalyst is an alkali metal hydroxide. 8. A polymerization vessel for polymerization of a monomer, wherein the polymerization vessel has an inner surface that is coated with a solution of the addition condensation product according to claim 1 , wherein said coated inner surface comes into contact with the monomer. 9. The polymerization vessel according to claim 8 , further comprising: a reflux condenser to condense the monomer during polymerization. 10. The polymerization vessel according to claim 8 , wherein the monomer is a monomer having an ethylenic unsaturated group. 11. The polymerization vessel according to claim 10 , wherein the monomer having an ethylenic unsaturated group is vinyl chloride. 12. A production method of a polymer wherein the monomer is polymerized in the polymerization vessel according to claim 8 . 13. A polymer scale adhesion preventive agent, comprising: the addition condensation product according to claim 1 . 14. The addition condensation product according to claim 1 , wherein the addition condensation product is a reaction product of the carbonyl compound in a range of 0.5 to 0.99 moles relative to 1 mole of the aromatic compound. 15. The addition condensation product according to claim 14 , wherein the aromatic compound is a naphthol. 16. The addition condensation product according to claim 14 , wherein the carbonyl compound is formaldehyde. 17. The addition condensation product according to claim 14 , wherein the aromatic compound is a-naphthol, and the carbonyl compound is formaldehyde. 18. The addition condensation product according to claim 14 , wherein the carbonyl compound is a ketone compound. 19. The addition condensation product according to claim 1 , wherein the carbonyl compound is a ketone compound. 20. The addition condensation product according to claim 1 , wherein the ratio of the aromatic compound dimer to the aromatic compound multimer is in a range of 1:80 to 1:400.
by a prior coating on the reactor walls · CPC title
the other ring being six-membered, e.g. tetraline · CPC title
containing oxygen · CPC title
polycyclic · CPC title
with phenol · CPC title
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