GB965854A - Production of expanded plastics - Google Patents

Production of expanded plastics

Info

Publication number
GB965854A
GB965854A GB48071/62A GB4807162A GB965854A GB 965854 A GB965854 A GB 965854A GB 48071/62 A GB48071/62 A GB 48071/62A GB 4807162 A GB4807162 A GB 4807162A GB 965854 A GB965854 A GB 965854A
Authority
GB
United Kingdom
Prior art keywords
vinyl
esters
compounds
imidazole
copolymer
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
Application number
GB48071/62A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB965854A publication Critical patent/GB965854A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/02Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by the reacting monomers or modifying agents during the preparation or modification of macromolecules
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00Chemical modification by after-treatment
    • C08F8/30Introducing nitrogen atoms or nitrogen-containing groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/62Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6283Polymers of nitrogen containing compounds having carbon-to-carbon double bonds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0008Foam properties flexible
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0016Foam properties semi-rigid
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0025Foam properties rigid
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0041Foam properties having specified density
    • C08G2110/0058≥50 and <150kg/m3
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0083Foam properties prepared using water as the sole blowing agent
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2350/00Acoustic or vibration damping material
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2375/00Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04Polyurethanes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

An expanded plastic is produced by reacting at least one polyisocyanate and water, with a copolymer derived from (a) at least one olefinically unsaturated polymerizable monomer containing at least one tertiary nitrogen atom and at least one group which will react with isocyanate, the proportion of this monomer being at least 0.25% by weight of the copolymer and (b) at least one other olefinically unsaturated polymerizable monomer. Copolymer formation may be carried out in bulk, solution, emulsion or suspension, between 0 and 300 DEG C., using as catalysts: peroxides, e.g. benzoyl and cyclohexanone peroxides, hydroperoxides, e.g. tert.-butyl hydroperoxide, azo compounds, e.g. azodiisobutyronitrile or redox systems. The copolymer should have a K value of 15-50, and an OH number of less than 125 for soft foams and 125-300 for rigid foams. The foaming reaction is carried out at 0-100 DEG C. 1-1.5 moles of isocyanate per mole of isocyanate reactive groups and 1 mole of water per mole of unreacted isocyanate group are required. Stabilizers and plasticizers may be added, e.g. silicones, tin octoate, dibutyltin diethyl hexoate or metal chelates. Isocyanate reactive groups specified are hydroxyl, carboxyl, carbonamide, thiocarbonyl, thioamide, sulphhydryl, primary and secondary amino and active hydrogen attached to carbon. Compounds of type (a) specified are heterocycles with at least one tertiary nitrogen atom in the ring system; e.g. hydroxy and hydroxyalkyl, vinyl and allyl derivatives of a pyridine, quinoline, isoquinoline, acridine, pyrimidine, indazole, imidazole, pyrazole, triazole, benzoxazole and oxazole such as 5-hydroxymethyl-2-vinyl-pyridine, hydroxymethylvinyl-benzoxazole, N-vinyl-2-methylol-imidazole and N-vinyl-2-hydroxyethyl-imidazole and compounds of the formula: <FORM:0965854/C3/1> where X=NH or O; R1=H, alkyl, hydroxyalkyl or halogen; R2= -CH2-, -C2H4- or -C4H8- optionally branched or hydroxylated and R3 and R4 may be alkyl, aryl or aralkyl optionally branched or hydroxylated, at least one of R2, R3 or R4 containing a hydroxyl group, preferably b to the nitrogen atom, e.g. di-(b -hydroxyethyl)-aminomethylene methacylamide and substituted amides and esters of maleic, fumaric, and itaconic acids. Compounds of type (b) may or may not contain tertiary nitrogen atoms or isocyanate reactive groups. Specified compounds include: acrylic esters, methacrylic esters, maleic esters, fumaric esters, itaconic esters, vinyl esters, vinyl halides, vinylidine halides, vinyl aromatic hydrocarbons, halostyrenes, N-substituted amides, acrylonitrile, N-vinyl lactams, N-vinyl pyridine, vinyl ethers, dienes and allyl compounds. The esters may be wholly or partly saponified. Several polyisocyanates are specified. In examples copolymer formation is carried out under N2 in the presence of tertiary dodecyl mercaptan and azodiisobutyronitrile and in Examples (1-3 and 5) using CH2Cl2 as solvent. Monomers of type (a) are N-vinyl-2 methylol-imidazole (1, 2 and 4-8), diethanolaminomethylene methacrylate (3) and N-vinyl-2-hydroxyethyl-imidazole (9). Monomers of type (b) are n-butyl acrylate (2 and 6-9), isobutyl acrylate (1 and 3-5), butane-1, 4-diol monoacrylate (4, 5 and 8), propylene glycol monoacrylate (6) and ethylene glycol monoacrylate (7). Butane-1, 4-diol is used in Example (5). Foaming is by adding tolylene diisocyanate, silicone oil, water and the sodium salt of a sulphonated sperm oil/ethylene oxide adduct.
GB48071/62A 1961-12-23 1962-12-20 Production of expanded plastics Expired GB965854A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB65327A DE1162069B (en) 1961-12-23 1961-12-23 Process for the production of polyurethane foams

Publications (1)

Publication Number Publication Date
GB965854A true GB965854A (en) 1964-08-06

Family

ID=6974731

Family Applications (1)

Application Number Title Priority Date Filing Date
GB48071/62A Expired GB965854A (en) 1961-12-23 1962-12-20 Production of expanded plastics

Country Status (3)

Country Link
BE (1) BE626418A (en)
DE (1) DE1162069B (en)
GB (1) GB965854A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113667094A (en) * 2021-08-31 2021-11-19 万华化学(宁波)有限公司 Exposure-resistant isocyanate composition, preparation method and application thereof in preparation of high-strength polyurethane optical resin

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB820005A (en) * 1956-08-15 1959-09-16 Us Rubber Co Improvements in polyurethane elastomers and method of making the same
BE572729A (en) * 1957-11-09
BE577265A (en) * 1958-04-03

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113667094A (en) * 2021-08-31 2021-11-19 万华化学(宁波)有限公司 Exposure-resistant isocyanate composition, preparation method and application thereof in preparation of high-strength polyurethane optical resin
CN113667094B (en) * 2021-08-31 2023-03-03 万华化学(宁波)有限公司 Exposure-resistant isocyanate composition, preparation method and application thereof in preparation of high-strength polyurethane optical resin

Also Published As

Publication number Publication date
DE1162069B (en) 1964-01-30
BE626418A (en)

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