GB593372A - Improvements in or relating to liquid synthetic resinous adhesive compositions - Google Patents
Improvements in or relating to liquid synthetic resinous adhesive compositionsInfo
- Publication number
- GB593372A GB593372A GB652545A GB652545A GB593372A GB 593372 A GB593372 A GB 593372A GB 652545 A GB652545 A GB 652545A GB 652545 A GB652545 A GB 652545A GB 593372 A GB593372 A GB 593372A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formaldehyde
- cresol
- per cent
- reaction mixture
- urea
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000853 adhesive Substances 0.000 title abstract 4
- 230000001070 adhesive Effects 0.000 title abstract 4
- 239000007788 liquid Substances 0.000 title abstract 4
- 239000000203 mixture Substances 0.000 title abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 9
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 4
- 239000011541 reaction mixture Substances 0.000 abstract 4
- 239000004202 carbamide Substances 0.000 abstract 3
- -1 formaldehyde compound Chemical class 0.000 abstract 3
- 150000002989 phenols Chemical class 0.000 abstract 3
- RLSSMJSEOOYNOY-UHFFFAOYSA-N M-Cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000007859 condensation product Substances 0.000 abstract 2
- 150000001896 cresols Chemical class 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- HPJKLCJJNFVOEM-UHFFFAOYSA-N 1,3,5-triazine-2,4,6-triamine;hydrochloride Chemical compound Cl.NC1=NC(N)=NC(N)=N1 HPJKLCJJNFVOEM-UHFFFAOYSA-N 0.000 abstract 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N Hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 abstract 1
- 229960004011 Methenamine Drugs 0.000 abstract 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 235000019270 ammonium chloride Nutrition 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000004312 hexamethylene tetramine Substances 0.000 abstract 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- QDHHCQZDFGDHMP-UHFFFAOYSA-N monochloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 235000011007 phosphoric acid Nutrition 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- LXUQDZITPQYMIR-UHFFFAOYSA-N thiourea;urea Chemical compound NC(N)=O.NC(N)=S LXUQDZITPQYMIR-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/06—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols and monomers containing hydrogen attached to nitrogen
- C08G14/08—Ureas; Thioureas
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
A liquid adhesive is prepared by reacting under acid or alkaline conditions 1 1/2 -3 mols. of formaldehyde its polymers and/or hexamethylenetetramine in aqueous solution with 1 mol. of urea thiourea or a substituted derivative thereof until at least 1 mol. of the formaldehyde compound has combined with 1 mol. of the urea compound, continuing the reaction at a pH of 4.0-6.5 and at a temperature of at least 60 DEG C. to a stage at which the reaction mixture is a clear syrupy liquid which remains clear on cooling, adjusting the pH of the reaction mixture to 7.0 to 7.5 removing substantially all the water contained in the reaction mixture by evaporation, preferably under reduced pressure, and adding to the reaction mixture at any stage of the process after the conclusion of the first stage a phenolic compound after which the mixture is heated. Suitable phenolic compounds are phenol and its homologues, resorcinol or mixtures thereof or the reaction, fusible or liquid formaldehyde condensation products thereof. If resorcinol is not employed, the quantity of phenolic compound used should be 10-100 per cent of the weight of urea compound, but if resorcinol is used, 1-40 per cent is sufficient. Accelerators or hardening agents, e.g. phosphoric acid, zinc chloride or ammonium chloride may be added to the adhesive, or substances which yield such agents on heating, e.g. melamine hydrochloride. Examples describe the preparation of adhesives from urea and formaldehyde with addition of a cresol cut containing 52 per cent m-cresol, a xyclenol cut boiling between 210 DEG and 219 DEG C. or a condensation product of formaldehyde with a commercial cresol cut (52 per cent m-cresol).
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB593372A true GB593372A (en) | 1947-10-15 |
Family
ID=1628642
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB652545A Expired GB593372A (en) | 1945-03-15 | Improvements in or relating to liquid synthetic resinous adhesive compositions |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB593372A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP4393973A1 (en) | 2022-12-28 | 2024-07-03 | Prefere Resins Holding GmbH | Low emission phenolic resins |
-
1945
- 1945-03-15 GB GB652545A patent/GB593372A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP4393973A1 (en) | 2022-12-28 | 2024-07-03 | Prefere Resins Holding GmbH | Low emission phenolic resins |
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