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US4252938A Expired / Lapsed US ⏱️ 0.0 years remaining

Acid agent from phenolic reactants aldehydes and aryl sulphonic acids and process for producing the same

Assignee: Individual
•
Filing: 1977-08-29
•
Granted: 1981-02-24
•
Expires: 1997-08-29
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Abstract

Abstract An acid agent comprises a liquid water-insoluble product of concurrent reaction of: (a) one mole of an hydroxy(R)-methyl derivative of phenol in which 0.4-2.0 moles of HO-CH(R)-groups are present per one mole of phenol, wherein R equals H-, CH3-, or (b) one mole of phenol and 0.3-2.0 moles of an aldehyde and (c) 0.03-100.0 moles of an aryl sulphonic acid, having an acid number from 10 to 300 (mg.KOH/g) with a maximum water content of 35% by weight. The process of reacting said components is conducted in a flow reactor for 0.1-10 minutes at 50 DEG -150 DEG C. The acid agent according to the invention may be modified with other substances, such as amines, alcohols, or acids to impart additional useful properties thereto. The acid agent has low viscosity, low corrosive activity, improves the strength of phenol-formaldehyde resins cured therewith by 30% and lowers their water absorption capacity by 2-10 times.

Inventors

  • 👤 Vasily D. Valgin
  • 👤 Alexandr M. Vasilenko
  • 👤 Dmitry V. Valgin
  • 👤 Ljudmila A. Istratova

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 20:56
CPC Classifications
C; C08; C08G; C08G16/00; C08G16/02; C08G16/0212; C08G16/0218; C08G16/0237; C08L; C08L61/00; C08L61/04; C08L61/06; C08L61/34

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 87 words
An acid agent comprising a waterinsoluble product of concurrent reaction of a phenolic component selected from the group consisting of: (a) one mole of an hydroxy-(R)-methyl derivative of phenol having 0.4-2.0 moles of HO--CH(R)--substituents present per one mole of phenol, wherein R equals H--, H 3 C--, or (b) one mole of phenol and 0.3-2.0 moles of an aldehyde, and (c) 0.03-100.0 moles of an aryl sulphonic acid; and having an acid number from 10 to 300 (mg.KOH/g) with a maximum water content of 35% by weight.
Claim 2
Dependent Claim 87 words
An acid agent comprising a waterinsoluble product of concurrent reaction of a phenolic component selected from the group consisting of: (a) one mole of an hydroxy-(R)-methyl derivative of phenol having 0.4-2.0 moles of HO--CH(R)--substituents present per one mole of phenol, wherein R equals H--, H 3 C--, or (b) one mole of phenol and 0.3-2.0 moles of an aldehyde, and (c) 0.03-100.0 moles of an aryl sulphonic acid; and having an acid number from 10 to 300 (mg.KOH/g) with a maximum water content of 35% by weight.
Claim 3
Dependent Claim 27 words
An acid agent according to claim 1, wherein the phenol moiety of the phenolic component is selected from the group consisting of: phenol, cresol, resorcinol, and naphthol.
Claim 4
Dependent Claim 21 words
An acid agent according to claim 1, wherein the aldehyde is selected from the group consisting of: formaldehyde, acetaldehyde, and benzaldehyde.
Claim 5
Dependent Claim 28 words
An acid agent according to claim 1, wherein the aryl sulphonic acid is selected from the group consisting of: benzene-, toluene-, phenol-, cresol-, naphthalene-, and naphthol- sulphonic acid.
Claim 6
Dependent Claim 52 words
An acid agent according to claim 1, which is a reaction product of said component (a) in which 0.7-2.0 moles of said HO--CH(R)-- groups are present per one mole of phenol and said component (c), the acid agent containing a maximum of 50% by weight of an aliphatic monoatomic, or polyatomic alcohol.
Claim 7
Dependent Claim 47 words
An acid agent according to claim 1, which is a reaction product of said component (b) in which 0.7-2.0 moles of aldehyde are present per one mole of phenol and said component (c) containing a maximum of 50% by weight of an aliphatic monomeric, or polyatomic alcohol.
Claim 8
Dependent Claim 39 words
An acid agent according to claim 1, which also contains a maximum of 0.8 moles of a nitrogen-containing compound selected from the group consisting of: urea, an amine or an amide per one mole of an aryl sulphonic acid.
Claim 9
Dependent Claim 26 words
An acid agent according to claim 1, which contains a maximum of 0.1 moles of a metal sulphonate per one mole of an aryl sulphonic acid.
Claim 10
Dependent Claim 18 words
An acid agent according to claim 1, which contains a maximum of 20% by weight of ortho-phosphoric acid.
Claim 11
Dependent Claim 98 words
A continuous process for producing an acid agent comprising concurrently reacting a phenolic component selected from the group consisting of: (a) one mole of an hydroxy-(R)-methyl derivative of phenol having 0.4-2.0 moles of HO--CH(R)-- substituents present per one mole of phenol, wherein R equals H--, H 3 C, or (b) one mole of phenol and 0.3-2.0 moles of an aldehyde, and (c) 0.03-100.0 moles of an aryl sulphonic acid; and having an acid number from 10 to 300 (mg.KOH/g) with a maximum water content of 35% by weight in a flow reactor for 0.1-10 minutes at 50°-150° C.
Claim 12
Dependent Claim 98 words
A continuous process for producing an acid agent comprising concurrently reacting a phenolic component selected from the group consisting of: (a) one mole of an hydroxy-(R)-methyl derivative of phenol having 0.4-2.0 moles of HO--CH(R)-- substituents present per one mole of phenol, wherein R equals H--, H 3 C, or (b) one mole of phenol and 0.3-2.0 moles of an aldehyde, and (c) 0.03-100.0 moles of an aryl sulphonic acid; and having an acid number from 10 to 300 (mg.KOH/g) with a maximum water content of 35% by weight in a flow reactor for 0.1-10 minutes at 50°-150° C.
Claim 13
Dependent Claim 26 words
A process according to claim 10, wherein the phenol moiety of the phenolic component is selected from the group consisting of: phenol, cresol, resorcinol, and naphthol.
Claim 14
Dependent Claim 20 words
A process according to claim 10, wherein the aldehyde is selected from the group consisting of: formaldehyde, acetaldehyde, and benzaldehyde.
Claim 15
Dependent Claim 27 words
A process according to claim 10, wherein the aryl sulphonic acid is selected from the group consisting of: benzene-, toluene-, phenol-, cresol-, naphthalene-, and naphthol- sulphonic acid.
Claim 16
Dependent Claim 46 words
A process according to claim 10, wherein said component (a) has 0.7-2.0 moles of HO--CH(R)-- groups present per one mole of phenol, and is reacted with said component (c) in the presence of a maximum of 50% by weight of an aliphtatic monoatomic, or polyatomic alcohol.
Claim 17
Dependent Claim 46 words
A process according to claim 10, wherein said component (b) has 0.7-2.0 moles of an aldehyde present per one mole of phenol, and is reacted with said component (c) in the presence of a maximum of 50% by weight of an aliphatic monomeric, or polyatomic alcohol.
Claim 18
Dependent Claim 41 words
A process according to claim 10, wherein the reaction is conducted in the presence of 0.8 moles of a nitrogen-containing compound selected from the group consisting of: urea, an amine or an amide per one mole of an aryl sulphonic acid.
Claim 19
Dependent Claim 26 words
A process according to claim 10, wherein a maximum of 10% by weight of an aryl sulphonic acid is neutralized with compounds forming a metal sulphonate.
Claim 20
Dependent Claim 24 words
A process according to claim 10, wherein said components are reacted in the presence of a maximum of 20% by weight of ortho-phosphoric acid.

References Cited (Backward Citations)

US2289278A Cited
US2843564A Cited
US4102832A Cited
US4079040A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-02-24 1984-08-25 1985-02-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-02-24 1988-08-25 1989-02-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-02-24 1992-08-25 1993-02-24 $7700.00 Window Closed / Lapsed

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