DE977979C - - Google Patents

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Publication number
DE977979C
DE977979C DE1963977979 DE977979A DE977979C DE 977979 C DE977979 C DE 977979C DE 1963977979 DE1963977979 DE 1963977979 DE 977979 A DE977979 A DE 977979A DE 977979 C DE977979 C DE 977979C
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DE
Germany
Prior art keywords
binder
polyurethane
diols
glycol
resin
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
DE1963977979
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German (de)
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Publication date
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Priority to DE1963977979 priority Critical patent/DE977979C/de
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Publication of DE977979C publication Critical patent/DE977979C/de
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Classifications

    • 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
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6629Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/36 or hydroxylated esters of higher fatty acids of C08G18/38
    • CCHEMISTRY; METALLURGY
    • C06EXPLOSIVES; MATCHES
    • C06BEXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
    • C06B45/00Compositions or products which are defined by structure or arrangement of component of product
    • C06B45/04Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive
    • C06B45/06Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive the solid solution or matrix containing an organic component
    • C06B45/10Compositions or products which are defined by structure or arrangement of component of product comprising solid particles dispersed in solid solution or matrix not used for explosives where the matrix consists essentially of nitrated carbohydrates or a low molecular organic explosive the solid solution or matrix containing an organic component the organic component containing a resin
    • 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
    • C08G18/08Processes
    • C08G18/16Catalysts
    • C08G18/22Catalysts containing metal compounds
    • 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
    • C08G18/08Processes
    • C08G18/16Catalysts
    • C08G18/22Catalysts containing metal compounds
    • C08G18/222Catalysts containing metal compounds metal compounds not provided for in groups C08G18/225 - C08G18/26
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/18Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/24Acids; Salts thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/49Phosphorus-containing compounds
    • C08K5/51Phosphorus bound to oxygen
    • C08K5/52Phosphorus bound to oxygen only

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Molecular Biology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)

Description

Polypropylenglycol 41,90·/»Polypropylene glycol 41.90 · / »

Toluylendiisocyanat 22,35%Toluene diisocyanate 22.35%

Weichmacher auf der Basis Glycerin-MonoricinoleatPlasticizer based on glycerine monoricinoleate

(Flexricin) 10,15°/·(Flexricin) 10.15 ° /

Butylenglycol 5,60%Butylene glycol 5.60%

Dioctylsebacat 20,00%Dioctyl sebacate 20.00%

18,5% dieses Binders werden mit einer Oxydationssalzmischung, bestehend aus18.5% of this binder is mixed with an oxidation salt mixture, consisting of

Ammoniumperchlorat 80,25%Ammonium perchlorate 80.25%

Ferrocen 1,00%Ferrocene 1.00%

Lecithin 0,25%Lecithin 0.25%

— wie oben beschrieben — verarbeitet- as described above - processed

Die fertigen Treibsätze hatten eine Zugfestigkeit von 11 kg/cm2 und eine Dehnung von 28%.The finished propellants had a tensile strength of 11 kg / cm 2 and an elongation of 28%.

In der folgenden Tabelle werden einige weitere Bindemittelmischungen angegeben, wie sie zur Verar- ao beitung bei Feststofftreibsätzen gemäß der Erfindung besonders vorteilhaft sind.In the following table some further binder mixtures are given, as they are for processing ao Processing in solid propellants according to the invention are particularly advantageous.

ΠΠ
(Vt)(Vt)
ΠΙΠΙ
(V.)(V.)
IVIV
<·/·)<· / ·)
Desmophen
Glycerinmonoricinoleat
(Flexricin)
2-Hydroxymethyl-4-
oxy-pentanol-1
Butylenglycol
Dioctylsebacat
Toluylendiisocyauat ..
Desmophs
Glycerol monoricin oleate
(Flexricin)
2-hydroxymethyl-4-
oxy-pentanol-1
Butylene glycol
Dioctyl sebacate
Toluene diisocyanate.
39,06
9,46
6,94
19,97
24,57
39.06
9.46
6.94
19.97
24.57
52,45
3,67
3,15
19,95
20,78
52.45
3.67
3.15
19.95
20.78
41,90
10,15
5,60
20,00
22,35
41.90
10.15
5.60
20.00
22.35
Ferrocen
Zugfestigkeit, kg/cm2 ..
Dehnung, %
Ferrocene
Tensile strength, kg / cm 2 ..
Strain, %
100,00
3,00
22
160
100.00
3.00
22nd
160
100,00
2,00
20
100
100.00
2.00
20th
100
100,00
2,00
14
130
100.00
2.00
14th
130

Claims (15)

1 . .r, J 21 . .r, J 2 \. zur Herstellung yon Feststojffitreibsätzen auf der Basis \. for the production of solid fuel charges on the base Patentatspruch- von Oxydationssabrenl Polyarethänbindern und son-Patent claims of oxidation bars, polyarethane binders and other 1 ' stigen üblichen Zusätzen eine Bindenüttelmischung 1 'stigen usual additives a binding shaker mix Mit Diolen und Triolen vemetztes Polyurethan- , verwendet, die neben^inem Diisocyan^, einer Eisenharz zur- Verwendung in Feststofftreibsätzen auf 5 %clbpentadieny>Verbjnäung als Beschleuniger undPolyurethane crosslinked with diols and triols, used alongside ^ inem diisocyan ^, an iron resin for use in solid propellants to 5% clbpentadieny> Verbjnäung as accelerator and der Basis von Mischungen dieses Harzes als sonstigen üblichen Zusätzen, wie Weichmachernthe basis of mixtures of this resin as other customary additives, such as plasticizers Brennstoff/Bindemittel 'mit anorganischen Oxyda- u. dgl., einen Anteil von etwa 3 bis 10 Vo eines kurz-Fuel / binder 'with inorganic Oxyda- and the like, a proportion of about 3 to 10 Vo of a short- toren,jiebst Zusätzen von Weichmachern, Eisen- kettigen Diols sowie etwa 5 bis 12 Vo eines Tnols,toren, jiebst additions of plasticizers, iron-chain diols and about 5 to 12 Vo of a tnol, cyclopentadienylverbindungen ab Beschleuniger enthält Als Diol wird vorzugsweise Butylenglykol, und sonstigen üblichen Zusätzen, dadurch ge- vo als Triol Glycerinmonoricinoleat oder 2-Hydroxy-contains cyclopentadienyl compounds from accelerator The preferred diol is butylene glycol, and other customary additives, thus in the form of triol glycerol monoricinoleate or 2-hydroxy kennzeichnet, daß das Polyurethanharz mit methyl-4-oxy-pentanol-l und andere vorgesehen.indicates that the polyurethane resin is provided with methyl-4-oxy-pentanol-l and others. 3 bis 10 Vo eines kurzkettigen Diols, besonder? . , DieBrnderanelmischung enthält im übrigen übliche3 to 10 Vo of a short-chain diol, special? . In addition, the branding mixture contains the usual ButylenglykoCund mit 5 bis 12 Vo eines Tnöfs,' Zusätze an Weichmachern, wie solchen auf der BasisButylene glycol and with 5 to 12 Vo of a pot, ' additions of plasticizers, such as those on the base besonders Glycerinmonoricinoleat, vernetzt ist. von Propylenglycol- oder Glyceryl-Monoricinoleat,especially glycerol monoricinoleate, is crosslinked. of propylene glycol or glyceryl monoricinoleate, 15 die unter der Handelsbezeichnung Flexricin oder ID-Perlargonat, DOS, TOF usw. bekannt sind, einen Beschleuniger auf der Basis einer Eisencyclopentadienyl-15 those under the trade name Flexricin or ID-Perlargonat, DOS, TOF, etc. are known, an accelerator based on an iron cyclopentadienyl Verbindung in Mengen von etwa 0,5 bis 5°/o. Als Di-Compound in amounts of about 0.5 to 5%. As Di- isocyanatkomponente wird vorzugsweise Toluylendi-isocyanate component is preferably toluenedi- ao isocyanat oder Naphthylen-l.S-Diisocyanat verwendet.ao isocyanate or naphthylene-1.S-diisocyanate used. Neben sehr guten technologischen Eigenschaften,In addition to very good technological properties, Bei der Herstellung von Feststofftreibsätzen, die im die die Endprodukte aufweisen, ist bei den erfindungs-In the production of solid propellants, which have the end products, is in the invention wesentlichen auf der Basis von Oxydationssalzen und gemäßen Bindemittel-Mischungen eine genügendessentially on the basis of oxidation salts and appropriate binder mixtures one sufficient Kunstharzbindern aufgebaut sind, spielen die Eigen- lange Abbindezeit zur Verarbeitung und Homogeni-Synthetic resin binders are built up, the inherent long setting time for processing and homogeneity schaften des Binders eine ausschlaggebende Rolle. Er »5 sierung der Treibsatzkörper garantiert,properties of the binder play a decisive role. He »5 ization of the propellant bodies guaranteed, muß einerseits dem fertigen Treibsatz sehr gute In den folgenden Beispielen wild die Erfindung imOn the one hand, the finished propellant must be very good. In the following examples, the invention in the mechanische Eigenschaften, insbesondere hinsichtlich einzelnen noch näher erläutert:
Zugfestigkeit, Dehnung und Elastizität, verleihen,
mechanical properties, in particular with regard to individual ones, explained in more detail:
Tensile strength, elongation and elasticity, impart,
andererseits muß bei der Herstellung des Treibsatzes Beispiel 1
die Abbindezeit, innerhalb der die Erhärtung ein- 3»
on the other hand, in the production of the propellant, Example 1
the setting time within which the hardening 3 »
tritt, so bemessen sein, daß eine genügende Homo- In einem 3-1-Rührgefäß wird eine Bindemittel-occurs, be dimensioned in such a way that sufficient homo- In a 3-1 stirred vessel, a binding agent genisierung der Treibsatzbestandteile möglich ist. mischung durch inniges Verarbeiten der folgendengenization of the propellant components is possible. mixture by intimately processing the following Es wurde schon vorgeschlagen, als Bindemittel für Komponente hergestellt.
Feststofftreibsätze Polyurethane zu verwenden, jedoch
It has already been proposed as a binder for component manufactured.
Solid propellants use polyurethanes, however
lassen sich bei den bisher bekannten Vorschlägen die 3s Polypropylenglycol 39,06Vothe 3s polypropylene glycol 39.06Vo beiden vorgenannten Anforderungen nicht gleichzeitig Toluylendiisocyanat 24,57 Votoluylene diisocyanate 24.57 vol in befriedigender Weise erfüllen. Weichmacher auf der Basis vonmeet in a satisfactory manner. Plasticizers based on So ist es beispielsweise bekannt, zur Herstellung Glycerin-MonoricinoleatFor example, it is known to produce glycerol monoricinoleate eines Polyurethanharzes neben Toluylendiisocyanat (Flexricin) 9,46 °/oof a polyurethane resin in addition to toluene diisocyanate (Flexricin) 9.46% ein langkettiges Diol, wie beispielsweise Polypropy- ♦< > Butylenglvcol 6,94°/»a long chain diol, such as polypropylene- ♦ < > Butylene glycol 6.94 ° / » lenglykol, ein Polyätherglykol und/oder Polyestergly- Dioctylsebacat 19,97%Lenglycol, a polyether glycol and / or polyester glycol dioctyl sebacate 19.97% kol zusammen mit einem Vernetzer zu verwenden,to use kol together with a crosslinker, wie einem Triol (Hexantriol, Glycerinmonoricinoleat, 19 «/0 dieser Bindemischung wird anschließend zu 2-Hydroxy-methyl-4-oxy-pentanol-l) und/oder einem einer Oxydationssalzmischung der folgenden Zu-Quadrcl (NN, N'N'-tetrakis^-hydroxy-propyl-äthy- 45 sammensetzung zugegeben,
lendiamin) oder einem kurzkettigen Diol, z. B. Butylenglykol oder einem Amin. Ammoniumperchlorat 80,25 Vo
such as a triol (hexanetriol, glycerol monoricinoleate, 19% of this binding mixture then becomes 2-hydroxy-methyl-4-oxy-pentanol-1) and / or an oxidation salt mixture of the following square (NN, N'N'- tetrakis ^ -hydroxy-propyl-ethy-45 composition added,
lenediamine) or a short-chain diol, e.g. B. butylene glycol or an amine. Ammonium perchlorate 80.25 vol
Durch Variation der Art und Menge der in dem Ferrocen als Härtungs-bzw. Poly-By varying the type and amount of hardening or hardening in the ferrocene. Poly Harz verarbeiteten Diole-Triole usw. können die mensationsbeschleuniger 0,50VoResin-processed diols-triols etc. can use the mensation accelerator 0.50Vo Eigenschaften in einem weiten Bereich verändert wer- 5» Lecithin 0,25 0ZoProperties in a wide range advertising changed 5 »Lecithin 0.25 0 Zo den. Bei einer Verwendung des Polyurethans alsthe. When using the polyurethane as Komponente in Feststofftreibsätzen ist es erforderlich, Durch intensives 2- bis 4stündiges Kneten wirdComponent in solid propellants, it is required by intensive 2 to 4 hours of kneading daß das Produkt sehr gute mechanische Eigenschaften eine völlig homogene Masse hergestellt, die durchthat the product has very good mechanical properties produced by a completely homogeneous mass aufweist, insbesondere daß die Zugfestigkeit, die Deh- Gießen zu Treibsatzkörpern verarbeitet wird. Nachhas, in particular that the tensile strength, the Deh-Casting is processed into propellant bodies. To nung und die Elastizität optimale Werte annehmen. 55 einem Aushärten von etwa 10 Tagen bei etwa 60° Ction and elasticity assume optimal values. 55 curing for about 10 days at about 60 ° C Um dies zu erreichen, wäre es erwünscht, in dem waren die Treibsätze gebrauchsfertig. Sie besaßenTo achieve this, it would be desirable if the propellants were ready to use. You owned Polyurethan einen hohen Anteil eines kurzkettigen eine Zugfestigkeit von 14 kg/cm* bei einer DehnungPolyurethane has a high proportion of a short-chain with a tensile strength of 14 kg / cm * when stretched Diols, wie beispielsweise Butylenglykol, zusammen von 3O°/o. Bei den bisher bekannten Feststofftreib-Diols, such as butylene glycol, together from 30%. With the previously known solid propellants mit Triolen, wie Glycerinmonoricinoleat, Hexantriol, sätzen auf der Basis von Polyurethanharzen werdenwith triplets, such as glycerol monoricinoleate, hexanetriol, sets based on polyurethane resins 2-Hydroxy-methyl-4-oxy-pentanoH, zu verwenden. 60 diese Werte nicht erreicht, die Zugfestigkeit liegt im2-Hydroxy-methyl-4-oxy-pentanoH, to be used. 60 does not reach these values, the tensile strength is in Derartige Mischungen wurden bisher jedoch noch allgemeinen bei etwa 5 bis 8 kg/cm8, die Dehnung beiSuch mixtures have hitherto been generally at around 5 to 8 kg / cm 8 , the elongation at nicht als Bindemittel für Feststofftreibsätze verwendet, etwa 20 bis 40 %.not used as a binder for solid propellants, about 20 to 40%. da sie in verarbeitungstechnischer Hinsicht nicht alsbecause in terms of processing technology they are not considered to be brauchbar erschienen. Es wurde nun gefunden, daß Beispiel 2appeared useful. It has now been found that Example 2 Bindemittel, die ganz bestimmte Anteile von Diolen 65Binders that contain very specific proportions of diols 65 und Triolen enthalten, zu Produkten führen, die bis- In entsprechender Weise, wie im Beispiel 1 be-and triplets contain, lead to products that up- In a corresponding manner as in Example 1 her nicht erreichte technologische Eigenschaften auf- schrieben, wird eine Bindemittelmischung aus denTechnological properties not achieved before are written down, a binder mixture is made from the weisen. Gemäß dem Verfahren der Erfindung wird folgenden Komponenten hergestellt:point. According to the method of the invention, the following components are produced:
DE1963977979 1963-10-10 1963-10-10 Expired DE977979C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE1963977979 DE977979C (en) 1963-10-10 1963-10-10

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Application Number Priority Date Filing Date Title
DE1963977979 DE977979C (en) 1963-10-10 1963-10-10

Publications (1)

Publication Number Publication Date
DE977979C true DE977979C (en) 1974-08-08

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0250364A2 (en) * 1986-06-17 1987-12-23 Ciba-Geigy Ag Process for curing polyurethane lacquers

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0250364A2 (en) * 1986-06-17 1987-12-23 Ciba-Geigy Ag Process for curing polyurethane lacquers
US5091439A (en) * 1986-06-17 1992-02-25 Ciba-Geigy Corporation Process for curing polyurethane coatings and compositions

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